Enantioselective synthesis of (+)-decarestrictine L from (2E,5E)- dibenzyloxy-2,5-heptadien-4-ol

Tomoyuki Esumi, Rieko Kimura, Masako Mori, Yoshiharu Iwabuchi, Hiroshi Irie, Susumi Hatakeyama

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

(+)-Decarestrictine L has been synthesized in enantiomerically pure form from (3R,4S)-1-benzyloxy-6-heptene-3,4-diol, prepared from (2E,5E)-1,7- dibenzyloxy-2,5-heptadien-4-ol, employing either Me2AlCl promoted methylative cleavage of (1R,5R,6S)-6-benzyloxy-2,9-dioxabicyclo[3.3.1]nonane or DIBAH promoted reductive cleavage of (1R,5R,6S)-6-benzyloxy-1-methyl-2,9- dioxabicyclo[3.3.1]nonane for the construction of the substituted pyran ring system.

Original languageEnglish
Pages (from-to)525-528
Number of pages4
JournalHeterocycles
Volume52
Issue number2
Publication statusPublished - 2000 Feb 1
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Enantioselective synthesis of (+)-decarestrictine L from (2E,5E)- dibenzyloxy-2,5-heptadien-4-ol'. Together they form a unique fingerprint.

  • Cite this

    Esumi, T., Kimura, R., Mori, M., Iwabuchi, Y., Irie, H., & Hatakeyama, S. (2000). Enantioselective synthesis of (+)-decarestrictine L from (2E,5E)- dibenzyloxy-2,5-heptadien-4-ol. Heterocycles, 52(2), 525-528.