Asymmetric synthesis of 1,3- and 1,3,4-substituted pyrrolidines

Jing Lin, Wing Hong Chan, Albert W M Lee, Wai Yeung Wong, Pei Qiang Huang

Research output: Journal article publicationJournal articleAcademic researchpeer-review

10 Citations (Scopus)

Abstract

Diastereoselective alkylation of N-acylnorbornene sultams 2 afforded a variety of enantiomerically pure products 3a-3e. Reduction with LiAlH4(LAH) followed by ditosylation furnished chiral 1,4-ditosylates 5a-5e which underwent a cyclization reaction with primary amines to afford chiral 1,3- and 1,3,4-substituted pyrrolidines. (C) 2000 Elsevier Science Ltd.
Original languageEnglish
Pages (from-to)2949-2951
Number of pages3
JournalTetrahedron Letters
Volume41
Issue number16
DOIs
Publication statusPublished - 15 Apr 2000
Externally publishedYes

Keywords

  • Asymmetric synthesis
  • Cyclization
  • Pyrrolidines
  • Sultams

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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