Christopher S. Brook

Palladium‐Catalyzed Cross‐Coupling Reactions in Total Synthesis

Drugs from the deep: marine natural products as drug candidates

Iridium‐Catalyzed Asymmetric Intramolecular Allylic Amidation: Enantioselective Synthesis of Chiral Tetrahydroisoquinolines and Saturated Nitrogen Heterocycles

Asymmetric Direct Aldol Reaction Assisted by Water and a Proline‐Derived Tetrazole Catalyst

Recent progress in the chemistry of the monoterpenoid indole alkaloids

Chemistry and biology of monoterpene indole alkaloid biosynthesis

Natural products: A continuing source of novel drug leads

Stereoselective synthesis of syn and anti 1,2-hydroxyalkyl moieties by Cu-catalyzed asymmetric allylic alkylation

Indolizidine and quinolizidine alkaloids

Stereocontrolled Total Synthesis of (+)-Altohyrtin A/Spongistatin 1 Financial support was provided by the EPSRC (GR/L41646), Cambridge Commonwealth Trust (Scholarship to M.J.C.), EC (Marie Curie Postdoctoral Fellowship to J.L.A.), DFG (Postdoctoral Fellowship to T.T.), NSERC-Canada (Postdoctoral Fellowship to R.M.O.), Churchill College (Research Fellowship to D.J.W.), Kingapos;s College and Sims Fund, Cambridge (Scholarship to D.Y.K.C.). We also thank Merck and AstraZeneca Pharmaceuticals for generous support, and Dr. Anne Butlin (AZ) and Dr. Nick Bampos (Cambridge) for valuable assistance.

Marine natural products

Transition-metal mediated carbon–sulfur bond activation and transformations

Polyol Synthesis through Hydrocarbon Oxidation: De Novo Synthesis of L‐Galactose

Asymmetric spiroacetalization catalysed by confined Brønsted acids

Highly Stereoselective Synthesis of (1E)‐2‐Methyl‐1,3‐dienes by Palladium‐Catalyzed trans‐Selective Cross‐Coupling of 1,1‐Dibromo‐1‐alkenes with Alkenylzinc Reagents

Simple indole alkaloids and those with a nonrearranged monoterpenoid unit

Natural products to drugs: natural product-derived compounds in clinical trials

Total Synthesis and Confirmation of the Revised Structures of Azaspiracid‐2 and Azaspiracid‐3

Small-molecule inhibitors of protein–protein interactions: progressing towards the dream

The Catalytic Asymmetric Acetalization

The Diels-Alder Reaction in Total Synthesis

Cascade Reactions in Total Synthesis

A concise asymmetric synthesis of (−)-rasfonin

Total Synthesis of Spongistatin 1: A Synthetic Strategy Exploiting Its Latent Pseudo‐Symmetry

4-Thiazolidinone – A biologically active scaffold

Peptide and protein thioester synthesis via N→S acyl transfer

Spongipyran synthetic studies. Evolution of a scalable total synthesis of (+)-spongistatin 1

The chemistry and biology of the bryostatin antitumour macrolides

Paul Ehrlich's magic bullet concept: 100 years of progress

The stereocontrolled total synthesis of altohyrtin A/spongistatin 1: the CD-spiroacetal segment

The Cross‐Dehydrogenative Coupling of CH Bonds: A Versatile Strategy for CC Bond Formations

β-Phenylethylamines and the isoquinoline alkaloids

Chemical variation of natural product-like scaffolds: design and synthesis of spiroketal derivatives

Structure Determination and Total Synthesis of (+)‐16‐Hydroxy‐16,22‐dihydroapparicine

Transition‐Metal‐Catalyzed Direct Arylation of (Hetero)Arenes by CH Bond Cleavage

Solid‐Phase Synthesis of Tetrahydro‐β‐carbolines and Tetrahydroisoquinolines by Stereoselective Intramolecular N‐Carbamyliminium Pictet–Spengler Reactions

Recent developments in natural product synthesis using metal-catalysed C–H bond functionalisation

Discovery and resupply of pharmacologically active plant-derived natural products: A review

Asymmetric Multicomponent Reactions (AMCRs): The New Frontier

Is There No End to the Total Syntheses of Strychnine? Lessons Learned in Strategy and Tactics in Total Synthesis

Second‐Generation Total Synthesis of Azaspiracids‐1, ‐2, and ‐3

Total Synthesis of Apoptolidin: Part 1. Retrosynthetic Analysis and Construction of Building Blocks

N‐acyliminium intermediates in solid‐phase synthesis

A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry

Multicomponent Linchpin Couplings. Reaction of Dithiane Anions with Terminal Epoxides, Epichlorohydrin, and Vinyl Epoxides:  Efficient, Rapid, and Stereocontrolled Assembly of Advanced Fragments for Complex Molecule Synthesis

Multicomponent Reactions with Isocyanides

Natural Product Synthesis Using Multicomponent Reaction Strategies

Total Synthesis of (+)-Spongistatin 1. An Effective Second-Generation Construction of an Advanced EF Wittig Salt, Fragment Union, and Final Elaboration

Diversity-Oriented Synthesis of 2,4,6-Trisubstituted Piperidines via Type II Anion Relay Chemistry

Update 1 of: Macrolactonizations in the Total Synthesis of Natural Products

Backbone Amide Linker in Solid-Phase Synthesis

Biogenetically Inspired Approach to the Strychnos Alkaloids. Concise Syntheses of (±)-Akuammicine and (±)-Strychnine

Totalsynthese von Apoptolidin - Teil 1: Retrosynthese und Aufbau von Schlüsselintermediaten

Nonanomeric Spiroketals in Natural Products:  Structures, Sources, and Synthetic Strategies

Carbon−Carbon Bond Forming Reactions Mediated by Silicon Lewis Acids

Practical Methodologies for the Synthesis of Indoles

Phosphine Organocatalysis

General Solid-Phase Method for the Preparation of Mechanism-Based Cysteine Protease Inhibitors

Total Synthesis of Spongistatin 1: A Synthetic Strategy Exploiting Its Latent Pseudo‐Symmetry

The first total synthesis and reassignment of the relative stereochemistry of 16-hydroxy-16,22-dihydroapparicine

A novel route to monoanomeric spiroketals

Catalytic Enantioselective Addition of Allylic Organometallic Reagents to Aldehydes and Ketones

Advances in the Chemistry of Tetrahydroquinolines

Electrophilic-Induced Cyclization Reaction of Hexahydroindolinone Derivatives and Its Application toward the Synthesis of (±)-Erysotramidine

Comprehensive Survey of Combinatorial Library Synthesis:  1999

The role of 1,3-dithianes in natural product synthesis

Chiral Heterocycles by Iminium Ion Cyclization

Total Synthesis and Confirmation of the Revised Structures of Azaspiracid‐2 and Azaspiracid‐3

Total Synthesis of Microtubule-Stabilizing Agent (−)-Laulimalide¹

Diastereoselective Allylation of Carbonyl Compounds and Imines: Application to the Synthesis of Natural Products

Marine natural products

The Combinatorial Synthesis of Bicyclic Privileged Structures or Privileged Substructures

Multicomponent Linchpin Coupling of Silyl Dithianes Employing an N-Ts Aziridine as the Second Electrophile:  Synthesis of (−)-Indolizidine 223AB

Impact of Natural Products on Developing New Anti-Cancer Agents

A General Synthetic Entry to the Pentacyclic Strychnos Alkaloid Family, Using a [4 + 2]-Cycloaddition/Rearrangement Cascade Sequence

A Biomimetic Approach to the Strychnos Alkaloids. A Novel, Concise Synthesis of (±)-Akuammicine and a Route to (±)-Strychnine

Spongistatin Synthetic Studies. An Efficient, Second-Generation Construction of an Advanced ABCD Intermediate

A General, Convergent Strategy for the Construction of Indolizidine Alkaloids:  Total Syntheses of (−)-Indolizidine 223AB and Alkaloid (−)-205B

Stereocontrolled synthesis of the CD subunit of the marine macrolide altohyrtin A

Transition-Metal-Catalyzed Reactions in Heterocyclic Synthesis

An architectonic macrolide library based on a C2-symmetric macrodiolide toward pharmaceutical compositions

Anion Relay Chemistry Extended. Synthesis of a Gorgonian Sesquiterpene

Moderne Varianten der Mannich-Reaktion

The Brook rearrangement in tandem bond formation strategies

Advances in the Total Synthesis of Biologically Important Marine Macrolides

Catalytic Asymmetric Transacetalization

Cu-Catalyzed Azide−Alkyne Cycloaddition

Total Synthesis of (−)-Mandelalide A Exploiting Anion Relay Chemistry (ARC): Identification of a Type II ARC/CuCN Cross-Coupling Protocol

Solar Synthesis: Prospects in Visible Light Photocatalysis

Total Synthesis of (+)-Condylocarpine, (+)-Isocondylocarpine, and (+)-Tubotaiwine

Asymmetric Enamine Catalysis

Enantio- and Diastereoselective Allylmetalations:  An Easy and Efficient Access to the AB Spiroketal of Spongistatin

Nitrogen‐ and Phosphorus‐Containing Lewis Base Catalyzed [4+2] and [3+2] Annulation Reactions of Isatins with But‐3‐yn‐2‐one

Synthesis of Strychnine

The Spongistatins: Architecturally Complex Natural Products-Part Two: Synthesis of the C(29-51) Subunit, Fragment Assembly, and Final Elaboration to (+)-Spongistatin 2

Spongistatin synthetic studies. 3. Construction of the C(1–17) spiroketal

Solid-Phase Synthesis of a Combinatorial Array of 1,3-Bis(acylamino)-2-butanones, Inhibitors of the Cysteine Proteases Cathepsins K and L

Total syntheses of strychnos alkaloids

Syntheses of Strychnos- and Aspidospermatan-Type Alkaloids. 7. Total Syntheses of Lagunamine, Isolagunamine, Condylocarpine, and Isocondylocarpine

The Spongistatins: Architecturally Complex Natural Products-Part Two: Synthesis of the C(29-51) Subunit, Fragment Assembly, and Final Elaboration to (+)-Spongistatin 2 Financial support was provided by the National Institutes of Health (National Cancer Institute) through Grant CA-70329, a NIH Postdoctoral Fellowship to C.S.B., a Japan Society for Promotion of Science Fellowship to N.M., and a Royal Society Fulbright Fellowship to V.A.D. We also thank the Daiichi Pharmaceutical Co., Ltd, and the Tanabe Seiyaku Co., Ltd for financial support. Finally we thank Dr George T. Furst, Dr. Patrick J. Carroll, and Dr. Rakesh Kohli of the University of Pennsylvania Spectroscopic Service Center for assistance in securing and interpreting high-field NMR spectra, X-ray crystal structures, and mass spectra, respectively.

The Spongistatins: Architecturally Complex Natural Products—Part Two: Synthesis of the C(29–51) Subunit, Fragment Assembly, and Final Elaboration to (+)-Spongistatin 2

Syntheses of Strychnos- and Aspidospermatan-Type Alkaloids. 5. Total Syntheses of (.+-.)-Echitamidine and 20-epi- and 19-epi-20-epi-Echitamidine

Spongistatin synthetic studies. 2. Assembly of the C(18–28) spiroketal

Spongistatin synthetic studies. 1. Construction of a C(29–48) subtarget

Syntheses of Strychnos- and Aspidospermatan-Type Alkaloids. 6. Total Syntheses of (.+-.)-Echitamidine, (.+-.)-Alstogustine, (.+-.)-19-epi-Alstogustine, and (.+-.)-Akuammicine