Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis

Ken Ichi Takao; Ryuki Nanamiya; Yuuki Fukushima; Ayumi Namba; Keisuke Yoshida; Kin Ichi Tadano

doi:10.1021/ol4027842

Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis

Ken Ichi Takao, Ryuki Nanamiya, Yuuki Fukushima, Ayumi Namba, Keisuke Yoshida, Kin Ichi Tadano

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

45 Citations (Scopus)

Abstract

The enantioselective total synthesis of natural enantiomers of clavilactones A and B has been achieved. A key feature of the synthesis is the use of a ring-opening/ring-closing metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a γ-butenolide.

Original language	English
Pages (from-to)	5582-5585
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	21
DOIs	https://doi.org/10.1021/ol4027842
Publication status	Published - 2013 Nov 1

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol4027842

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abstract = "The enantioselective total synthesis of natural enantiomers of clavilactones A and B has been achieved. A key feature of the synthesis is the use of a ring-opening/ring-closing metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a γ-butenolide.",

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AU - Takao, Ken Ichi

AU - Nanamiya, Ryuki

AU - Fukushima, Yuuki

AU - Namba, Ayumi

AU - Yoshida, Keisuke

AU - Tadano, Kin Ichi

PY - 2013/11/1

Y1 - 2013/11/1

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AB - The enantioselective total synthesis of natural enantiomers of clavilactones A and B has been achieved. A key feature of the synthesis is the use of a ring-opening/ring-closing metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a γ-butenolide.

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Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis

Abstract

ASJC Scopus subject areas

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