Organocatalytic synthesis of multiple substituted b[4.4.0]decalin system

Shaik Anwar, Hui Ju Chang, Kwunmin Chen

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.

Original languageEnglish
Pages (from-to)2200-2203
Number of pages4
JournalOrganic Letters
Volume13
Issue number9
DOIs
Publication statusPublished - 2011 May 6

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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