Isomerization, autoxidation and epimerization for the introduction of C-1 to C-5 functionality into the taxane ABC ring system

Nicholas James Westwood

doi:10.1016/S0040-4039(96)01495-5

Isomerization, autoxidation and epimerization for the introduction of C-1 to C-5 functionality into the taxane ABC ring system

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

Abstract

Treatment of 2-ketotax-3-enes with t-BuOK/t-BuOH/THF/65°C results in isomerization of the double bond into the 4,5-
position and a trans-B/C ring fusion. Subsequent exposure to t-BuOK/THF/O2/P(OEt)3 introduces the C-1-hydroxyl
group.

Original language	English
Journal	Tetrahedron Letters
DOIs	https://doi.org/10.1016/S0040-4039(96)01495-5
Publication status	Published - 1996

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@article{5ea29ceda98446e78d6068bcfe198d81,

title = "Isomerization, autoxidation and epimerization for the introduction of C-1 to C-5 functionality into the taxane ABC ring system",

abstract = "Treatment of 2-ketotax-3-enes with t-BuOK/t-BuOH/THF/65°C results in isomerization of the double bond into the 4,5-position and a trans-B/C ring fusion. Subsequent exposure to t-BuOK/THF/O2/P(OEt)3 introduces the C-1-hydroxylgroup.",

author = "Westwood, {Nicholas James}",

year = "1996",

doi = "10.1016/S0040-4039(96)01495-5",

language = "English",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "PERGAMON-ELSEVIER SCIENCE LTD",

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TY - JOUR

T1 - Isomerization, autoxidation and epimerization for the introduction of C-1 to C-5 functionality into the taxane ABC ring system

AU - Westwood, Nicholas James

PY - 1996

Y1 - 1996

N2 - Treatment of 2-ketotax-3-enes with t-BuOK/t-BuOH/THF/65°C results in isomerization of the double bond into the 4,5-position and a trans-B/C ring fusion. Subsequent exposure to t-BuOK/THF/O2/P(OEt)3 introduces the C-1-hydroxylgroup.

AB - Treatment of 2-ketotax-3-enes with t-BuOK/t-BuOH/THF/65°C results in isomerization of the double bond into the 4,5-position and a trans-B/C ring fusion. Subsequent exposure to t-BuOK/THF/O2/P(OEt)3 introduces the C-1-hydroxylgroup.

U2 - 10.1016/S0040-4039(96)01495-5

DO - 10.1016/S0040-4039(96)01495-5

M3 - Article

SN - 0040-4039

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -

Isomerization, autoxidation and epimerization for the introduction of C-1 to C-5 functionality into the taxane ABC ring system

Abstract

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