Convergent total synthesis of epolactaene: Application of bridgehead oxiranyl anion strategy

Kouji Kuramochi; Seigo Nagata; Hideyoshi Itaya; Ken Ichi Takao; Susumu Kobayashi

doi:10.1016/S0040-4039(99)01512-9

Convergent total synthesis of epolactaene: Application of bridgehead oxiranyl anion strategy

Kouji Kuramochi, Seigo Nagata, Hideyoshi Itaya, Ken Ichi Takao, Susumu Kobayashi

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

38 Citations (Scopus)

Abstract

Total synthesis of (+)-epolactaene was accomplished by a convergent approach utilizing the fluoride anion-catalyzed aldol-type reaction of (-)-α-trimethylsilylangelica lactone epoxide with tetraene aldehyde as a key reaction.

Original language	English
Pages (from-to)	7371-7374
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	41
DOIs	https://doi.org/10.1016/S0040-4039(99)01512-9
Publication status	Published - 1999 Oct 8
Externally published	Yes

Keywords

Epolactaene
Fluoride-catalyzed aldol reaction
Oxiranyl anion
β-Angelica lactone epoxide

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(99)01512-9

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title = "Convergent total synthesis of epolactaene: Application of bridgehead oxiranyl anion strategy",

abstract = "Total synthesis of (+)-epolactaene was accomplished by a convergent approach utilizing the fluoride anion-catalyzed aldol-type reaction of (-)-α-trimethylsilylangelica lactone epoxide with tetraene aldehyde as a key reaction.",

keywords = "Epolactaene, Fluoride-catalyzed aldol reaction, Oxiranyl anion, β-Angelica lactone epoxide",

author = "Kouji Kuramochi and Seigo Nagata and Hideyoshi Itaya and Takao, {Ken Ichi} and Susumu Kobayashi",

year = "1999",

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T1 - Convergent total synthesis of epolactaene

T2 - Application of bridgehead oxiranyl anion strategy

AU - Kuramochi, Kouji

AU - Nagata, Seigo

AU - Itaya, Hideyoshi

AU - Takao, Ken Ichi

AU - Kobayashi, Susumu

PY - 1999/10/8

Y1 - 1999/10/8

N2 - Total synthesis of (+)-epolactaene was accomplished by a convergent approach utilizing the fluoride anion-catalyzed aldol-type reaction of (-)-α-trimethylsilylangelica lactone epoxide with tetraene aldehyde as a key reaction.

AB - Total synthesis of (+)-epolactaene was accomplished by a convergent approach utilizing the fluoride anion-catalyzed aldol-type reaction of (-)-α-trimethylsilylangelica lactone epoxide with tetraene aldehyde as a key reaction.

KW - Epolactaene

KW - Fluoride-catalyzed aldol reaction

KW - Oxiranyl anion

KW - β-Angelica lactone epoxide

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U2 - 10.1016/S0040-4039(99)01512-9

DO - 10.1016/S0040-4039(99)01512-9

M3 - Article

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JF - Tetrahedron Letters

IS - 41

ER -

Convergent total synthesis of epolactaene: Application of bridgehead oxiranyl anion strategy

Abstract

Keywords

ASJC Scopus subject areas

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