Collective synthesis of natural products by means of organocascade catalysis

Spencer B. Jones, Bryon Simmons, Anthony Mastracchio, David W.C. MacMillan

Research output: Contribution to journalArticle

455 Scopus citations

Abstract

Organic chemists are now able to synthesize small quantities of almost any known natural product, given sufficient time, resources and effort. However, translation of the academic successes in total synthesis to the large-scale construction of complex natural products and the development of large collections of biologically relevant molecules present significant challenges to synthetic chemists. Here we show that the application of two nature-inspired techniques, namely organocascade catalysis and collective natural product synthesis, can facilitate the preparation of useful quantities of a range of structurally diverse natural products from a common molecular scaffold. The power of this concept has been demonstrated through the expedient, asymmetric total syntheses of six well-known alkaloid natural products: strychnine, aspidospermidine, vincadifformine, akuammicine, kopsanone and kopsinine.

Original languageEnglish (US)
Pages (from-to)183-188
Number of pages6
JournalNature
Volume475
Issue number7355
DOIs
StatePublished - Jul 14 2011

All Science Journal Classification (ASJC) codes

  • General

Fingerprint Dive into the research topics of 'Collective synthesis of natural products by means of organocascade catalysis'. Together they form a unique fingerprint.

  • Cite this