Synthetic studies on (-)-scabronine A

Hideaki Watanabe, Masahisa Nakada

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

This Letter describes synthetic studies on (-)-scabronine A utilizing a new chiral building block successfully prepared via the catalytic asymmetric intramolecular cyclopropanation (IMCP) of an α-diazo-β-keto sulfone. The crucial transformations in this study are the coupling reaction of two fragments between the positions adjacent to a quaternary carbon center, the intramolecular aldol reaction, the C14 hydroxyl-directed hydrogenation, and the ring-expansion reaction to furnish the 5-6-7 tricyclic cyathane skeleton.

Original languageEnglish
Pages (from-to)1518-1522
Number of pages5
JournalTetrahedron Letters
Volume49
Issue number9
DOIs
Publication statusPublished - 2008 Feb 25

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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