Lewis acid mediated diastereoselective allylation of camphorpyrazolidinone derived α-ketoamides

Shy Guey Wang, Huei Ru Tsai, Kwunmin Chen

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Diastereoselective allylation of camphorpyrazolidinone derived α-ketoamides was examined using allyltributyltin in the presence of various Lewis acids. The corresponding optically enriched quarternary α-hydroxy carbonyls were obtained in reasonable to excellent material yields (51-95%) and with practical levels of stereoselectivity (up to >95% de) when a stoichiometric amount of Sn(OTf)2 was used. The stereochemical induction is discussed.

Original languageEnglish
Pages (from-to)6183-6185
Number of pages3
JournalTetrahedron Letters
Volume45
Issue number32
DOIs
Publication statusPublished - 2004 Aug 2

Keywords

  • Allylation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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