Studies on the synthesis of apoptolidin A. 1. Synthesis of the C(1)-C(11) fragment

Masaki Handa; Karl A. Scheldt; Martin Bossart; Nan Zheng; William R. Roush

doi:10.1021/jo702250z

Studies on the synthesis of apoptolidin A. 1. Synthesis of the C(1)-C(11) fragment

Masaki Handa, Karl A. Scheldt, Martin Bossart, Nan Zheng, William R. Roush^*

^*Corresponding author for this work

Chemistry

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

42 Scopus citations

Abstract

(Chemical Equation Presented) A synthesis of the C(1)-C(11) fragment of apoptolidin A has been accomplished by a convergent route involving the stereoselective glycosidation of 9 and the Suzuki cross-coupling reaction of bromodienoate 7 and the vinylborane generated via chemoselective hydroboration of diyne 6 with diisopinocampheylborane.

Original language	English (US)
Pages (from-to)	1031-1035
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	73
Issue number	3
DOIs	https://doi.org/10.1021/jo702250z
State	Published - Feb 1 2008

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo702250z

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title = "Studies on the synthesis of apoptolidin A. 1. Synthesis of the C(1)-C(11) fragment",

abstract = "(Chemical Equation Presented) A synthesis of the C(1)-C(11) fragment of apoptolidin A has been accomplished by a convergent route involving the stereoselective glycosidation of 9 and the Suzuki cross-coupling reaction of bromodienoate 7 and the vinylborane generated via chemoselective hydroboration of diyne 6 with diisopinocampheylborane.",

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AU - Scheldt, Karl A.

AU - Bossart, Martin

AU - Zheng, Nan

AU - Roush, William R.

PY - 2008/2/1

Y1 - 2008/2/1

N2 - (Chemical Equation Presented) A synthesis of the C(1)-C(11) fragment of apoptolidin A has been accomplished by a convergent route involving the stereoselective glycosidation of 9 and the Suzuki cross-coupling reaction of bromodienoate 7 and the vinylborane generated via chemoselective hydroboration of diyne 6 with diisopinocampheylborane.

AB - (Chemical Equation Presented) A synthesis of the C(1)-C(11) fragment of apoptolidin A has been accomplished by a convergent route involving the stereoselective glycosidation of 9 and the Suzuki cross-coupling reaction of bromodienoate 7 and the vinylborane generated via chemoselective hydroboration of diyne 6 with diisopinocampheylborane.

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Studies on the synthesis of apoptolidin A. 1. Synthesis of the C(1)-C(11) fragment

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