Reductive olefination of aldehydes via chromium brook rearrangement

Rachid Baati; Charles Mioskowski; Deb Barma; Rajashaker Kache; J R Falck

doi:10.1021/ol0607140

Reductive olefination of aldehydes via chromium brook rearrangement

Rachid Baati, Charles Mioskowski, Deb Barma, Rajashaker Kache, J R Falck

Biochemistry

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

18 Scopus citations

Abstract

The combination of CrCl₂ and silyl chlorides converts aryl and conjugated aldehydes into olefinic adducts in good to excellent yields. When constrained by structural features, the intermediate vic-diol can be isolated. Available data are consistent with a novel chromium Brook rearrangement.

Original language	English (US)
Pages (from-to)	2949-2951
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	14
DOIs	https://doi.org/10.1021/ol0607140
State	Published - Jul 6 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0607140

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@article{291e1889c98849739419707814531da0,

title = "Reductive olefination of aldehydes via chromium brook rearrangement",

abstract = "The combination of CrCl2 and silyl chlorides converts aryl and conjugated aldehydes into olefinic adducts in good to excellent yields. When constrained by structural features, the intermediate vic-diol can be isolated. Available data are consistent with a novel chromium Brook rearrangement.",

author = "Rachid Baati and Charles Mioskowski and Deb Barma and Rajashaker Kache and Falck, {J R}",

year = "2006",

month = jul,

day = "6",

doi = "10.1021/ol0607140",

language = "English (US)",

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journal = "Organic Letters",

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publisher = "American Chemical Society",

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T1 - Reductive olefination of aldehydes via chromium brook rearrangement

AU - Baati, Rachid

AU - Mioskowski, Charles

AU - Barma, Deb

AU - Kache, Rajashaker

AU - Falck, J R

PY - 2006/7/6

Y1 - 2006/7/6

N2 - The combination of CrCl2 and silyl chlorides converts aryl and conjugated aldehydes into olefinic adducts in good to excellent yields. When constrained by structural features, the intermediate vic-diol can be isolated. Available data are consistent with a novel chromium Brook rearrangement.

AB - The combination of CrCl2 and silyl chlorides converts aryl and conjugated aldehydes into olefinic adducts in good to excellent yields. When constrained by structural features, the intermediate vic-diol can be isolated. Available data are consistent with a novel chromium Brook rearrangement.

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DO - 10.1021/ol0607140

M3 - Article

C2 - 16805524

AN - SCOPUS:33746604764

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SP - 2949

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JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Reductive olefination of aldehydes via chromium brook rearrangement

Abstract

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