Diastereoselective [2, 3] Wittig Rearrangement of Tertiary Allylic Ethers

Mark D. Wittman; James Kallmerten

doi:10.1021/jo00254a054

Diastereoselective [2, 3] Wittig Rearrangement of Tertiary Allylic Ethers

Mark D. Wittman, James Kallmerten

Department of Chemistry

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

36 Scopus citations

Abstract

The [2, 3] Wittig rearrangement of oxazoline ethers of α-alkoxy, tertiary allylic alcohols affords a diastereoselective entry to remotely functionalized trisubstituted olefins; the stereochemistry of the rearrangement is directed by a stereogenic center external to the sigmatropic framework.

Original language	English (US)
Pages (from-to)	4631-4633
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	53
Issue number	19
DOIs	https://doi.org/10.1021/jo00254a054
State	Published - Sep 1 1988

ASJC Scopus subject areas

Organic Chemistry

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title = "Diastereoselective [2, 3] Wittig Rearrangement of Tertiary Allylic Ethers",

abstract = "The [2, 3] Wittig rearrangement of oxazoline ethers of α-alkoxy, tertiary allylic alcohols affords a diastereoselective entry to remotely functionalized trisubstituted olefins; the stereochemistry of the rearrangement is directed by a stereogenic center external to the sigmatropic framework.",

author = "Wittman, {Mark D.} and James Kallmerten",

year = "1988",

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doi = "10.1021/jo00254a054",

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journal = "Journal of Organic Chemistry",

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AU - Wittman, Mark D.

AU - Kallmerten, James

PY - 1988/9/1

Y1 - 1988/9/1

N2 - The [2, 3] Wittig rearrangement of oxazoline ethers of α-alkoxy, tertiary allylic alcohols affords a diastereoselective entry to remotely functionalized trisubstituted olefins; the stereochemistry of the rearrangement is directed by a stereogenic center external to the sigmatropic framework.

AB - The [2, 3] Wittig rearrangement of oxazoline ethers of α-alkoxy, tertiary allylic alcohols affords a diastereoselective entry to remotely functionalized trisubstituted olefins; the stereochemistry of the rearrangement is directed by a stereogenic center external to the sigmatropic framework.

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M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

Diastereoselective [2, 3] Wittig Rearrangement of Tertiary Allylic Ethers

Abstract

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