Convergent synthesis of the cdef ring fragment of yessotoxin via α-cyano ethers

Tohru Oishi, Miho Suzuki, Koji Watanabe, Michio Murata

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

The synthesis of the CDEF ring fragment of yessotoxin, a marine ladder polyether, has been achieved. Union of three components, the C ring aldehyde, the F ring diol, and trimethylsilyl cyanide, was accomplished by treatment with Sc(OTf) 3 to afford the α-cyano ether both in stepwise and one-pot reactions. The DE ring system was constructed through a ring closing metathesis reaction and reductive etherification sequence.

Original languageEnglish
Pages (from-to)91-98
Number of pages8
JournalHeterocycles
Volume69
Issue number1
DOIs
Publication statusPublished - Dec 1 2006
Externally publishedYes

Fingerprint

Ethers
Polyethers
Ladders
Aldehydes
Ether
trimethylsilyl cyanide
scandium triflate
yessotoxin

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Convergent synthesis of the cdef ring fragment of yessotoxin via α-cyano ethers. / Oishi, Tohru; Suzuki, Miho; Watanabe, Koji; Murata, Michio.

In: Heterocycles, Vol. 69, No. 1, 01.12.2006, p. 91-98.

Research output: Contribution to journalArticle

Oishi, Tohru ; Suzuki, Miho ; Watanabe, Koji ; Murata, Michio. / Convergent synthesis of the cdef ring fragment of yessotoxin via α-cyano ethers. In: Heterocycles. 2006 ; Vol. 69, No. 1. pp. 91-98.
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