"Symmetry" in the synthesis of the A-ring of a vitamin D hybrid analogue with significant transactivation activity: A combinatorial sequence of regioselective propiolate-ene, catalytic enantioselective epoxidation and carbonyl-ene cyclization reactions

Koichi Mikami, Ayako Osawa, Akira Isaka, Eiji Sawa, Masaki Shimizu, Masahiro Terada, Noboru Kubodera, Kimie Nakagawa, Naoko Tsugawa, Toshio Okano

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

The combination of the regioselective propiolate-ene reaction, catalytic enantioselective epoxidation and catalytic enantioselective carbonyl-ene cyclization completes the synthesis of the A ring of the hybrid 19-nor-22-oxa D3 analogue (1), which shows the significant activity in transactivation.

Original languageEnglish
Pages (from-to)3359-3362
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number21
DOIs
Publication statusPublished - 1998 May 21
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of '"Symmetry" in the synthesis of the A-ring of a vitamin D hybrid analogue with significant transactivation activity: A combinatorial sequence of regioselective propiolate-ene, catalytic enantioselective epoxidation and carbonyl-ene cyclization reactions'. Together they form a unique fingerprint.

  • Cite this