Second-generation synthesis of endogenous sperm-activating and attracting factor (SAAF) isolated from the ascidian Ciona intestinalis

Tohru Oishi, Kouichiro Ootou, Hajime Shibata, Michio Murata

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2 Citations (Scopus)

Abstract

Stereoselective synthesis of the chemoattractant sperm-activating and attracting factor (SAAF), isolated from the eggs of the ascidian Ciona intestinalis, was achieved via reductive 1,3-transposition of an allylic alcohol and the axial opening of an epoxide as key steps. This second-generation synthesis improved the total yield of SAAF over that of the first-generation synthesis and provided a key intermediate for synthesizing molecular probes of SAAF.

Original languageEnglish
Pages (from-to)2600-2602
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number19
DOIs
Publication statusPublished - May 12 2010
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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