Asymmetric Allylation of Aldehydes with Chiral Lewis Bases

Scott E. Denmark; Diane M. Coe; Norman E. Pratt; Brian D. Griedel

doi:10.1021/jo00100a013

Asymmetric Allylation of Aldehydes with Chiral Lewis Bases

Scott E. Denmark, Diane M. Coe, Norman E. Pratt, Brian D. Griedel

Chemistry

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

Abstract

The asymmetric allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes can be promoted by chiral phosphoramides in high yield and modest enantiomeric excess. The reaction likely proceeds via a hexacoordinate siliconate species.

Original language	English (US)
Pages (from-to)	6161-6163
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	59
Issue number	21
DOIs	https://doi.org/10.1021/jo00100a013
State	Published - Oct 1 1994

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Organic Chemistry

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10.1021/jo00100a013

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@article{ee8b1e3b52014542afe48f60fb33a79e,

title = "Asymmetric Allylation of Aldehydes with Chiral Lewis Bases",

abstract = "The asymmetric allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes can be promoted by chiral phosphoramides in high yield and modest enantiomeric excess. The reaction likely proceeds via a hexacoordinate siliconate species.",

author = "Denmark, {Scott E.} and Coe, {Diane M.} and Pratt, {Norman E.} and Griedel, {Brian D.}",

year = "1994",

month = oct,

day = "1",

doi = "10.1021/jo00100a013",

language = "English (US)",

volume = "59",

pages = "6161--6163",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "21",

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T1 - Asymmetric Allylation of Aldehydes with Chiral Lewis Bases

AU - Denmark, Scott E.

AU - Coe, Diane M.

AU - Pratt, Norman E.

AU - Griedel, Brian D.

PY - 1994/10/1

Y1 - 1994/10/1

N2 - The asymmetric allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes can be promoted by chiral phosphoramides in high yield and modest enantiomeric excess. The reaction likely proceeds via a hexacoordinate siliconate species.

AB - The asymmetric allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes can be promoted by chiral phosphoramides in high yield and modest enantiomeric excess. The reaction likely proceeds via a hexacoordinate siliconate species.

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U2 - 10.1021/jo00100a013

DO - 10.1021/jo00100a013

M3 - Article

AN - SCOPUS:33751157465

SN - 0022-3263

VL - 59

SP - 6161

EP - 6163

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 21

ER -

Asymmetric Allylation of Aldehydes with Chiral Lewis Bases

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