Synthesis of (+)-vinblastine and its analogues

Tohru Miyazaki; Satoshi Yokoshima; Siro Simizu; Hiroyuki Osada; Hidetoshi Tokuyama; Tohru Fukuyama

doi:10.1021/ol702040y

Synthesis of (+)-vinblastine and its analogues

Tohru Miyazaki
, Satoshi Yokoshima
, Siro Simizu
, Hiroyuki Osada
, Hidetoshi Tokuyama
, Tohru Fukuyama

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

69 Citations (Scopus)

Abstract

(Chemical Equation Presented) A synthetic route to vinblastine and its analogues with an ethynyl group, which features a stereoselective coupling of an 11-membered key intermediate with vindoline, is described. Transformations of the alkynyl moiety including a partial reduction as well as a Sonogashira coupling furnished a variety of analogues.

Original language	English
Pages (from-to)	4737-4740
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	23
DOIs	https://doi.org/10.1021/ol702040y
Publication status	Published - 2007 Nov 8
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol702040y

Cite this

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abstract = "(Chemical Equation Presented) A synthetic route to vinblastine and its analogues with an ethynyl group, which features a stereoselective coupling of an 11-membered key intermediate with vindoline, is described. Transformations of the alkynyl moiety including a partial reduction as well as a Sonogashira coupling furnished a variety of analogues.",

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AU - Miyazaki, Tohru

AU - Yokoshima, Satoshi

AU - Simizu, Siro

AU - Osada, Hiroyuki

AU - Tokuyama, Hidetoshi

AU - Fukuyama, Tohru

PY - 2007/11/8

Y1 - 2007/11/8

N2 - (Chemical Equation Presented) A synthetic route to vinblastine and its analogues with an ethynyl group, which features a stereoselective coupling of an 11-membered key intermediate with vindoline, is described. Transformations of the alkynyl moiety including a partial reduction as well as a Sonogashira coupling furnished a variety of analogues.

AB - (Chemical Equation Presented) A synthetic route to vinblastine and its analogues with an ethynyl group, which features a stereoselective coupling of an 11-membered key intermediate with vindoline, is described. Transformations of the alkynyl moiety including a partial reduction as well as a Sonogashira coupling furnished a variety of analogues.

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U2 - 10.1021/ol702040y

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M3 - Article

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JO - Organic Letters

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Synthesis of (+)-vinblastine and its analogues

Abstract

ASJC Scopus subject areas

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