Stereocontrolled approach to δ- and γ-lactones and 1,3-diols. The role of X- ion in the selenolactonization

Michelangelo Gruttadauria, Carmela Aprile, Renato Noto

Research output: Contribution to journalArticlepeer-review

Abstract

Two complementary approaches have been realized for the stereoselective synthesis of 4,6-disubstituted δ-lactones and 1,3-anti and syn diols. In the 6-endo selenolactonization the role of the X- ion on the stereoselectivity is shown. Moreover, the highly stereoselective transformation of the 6-endo δ-lactone to the 5-exo γ-lactone is reported.

Original languageEnglish
Pages (from-to)1669-1672
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number9
DOIs
Publication statusPublished - 25 Feb 2002

Keywords

  • Cyclization
  • Selenium

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