Asymmetric α-alkylation of N′-tert-butanesulfinyl amidines. Application to the total synthesis of (6 R,7 S)-7-amino-7,8-dihydro-α- bisabolene

Takuya Kochi, Jonathan A. Ellman

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85 Citations (Scopus)

Abstract

A highly diastereoselective α-alkylation of N-tert-butanesulfinyl amidines has been developed along with methods for converting the alkylation products to enantiomerically enriched amines that incorporate both α- and β-stereocenters. The utility of this chemistry is further demonstrated by the first asymmetric synthesis of the antimicrobial marine natural product (6R,7S)-7-amino-7,8-dihydro-α-bisabolene.

Original languageEnglish
Pages (from-to)15652-15653
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number48
Publication statusPublished - 2004 Dec 8
Externally publishedYes

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Amidines
Alkylation
Biological Products
Amines

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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