Direct chemoselective allylation of inert amide carbonyls

Yukiko Oda; Takaaki Sato; Noritaka Chida

doi:10.1021/ol3000316

Direct chemoselective allylation of inert amide carbonyls

Yukiko Oda, Takaaki Sato, Noritaka Chida

Department of Applied Chemistry

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

90 Citations (Scopus)

Abstract

Direct allylation of inert amide carbonyls utilizing the Schwartz reagent afforded either substituted tertiary or secondary amines. A preactivation step was successfully avoided, which is generally a requisite to increase the electrophilicity of amides. The reaction exhibited remarkable functional group tolerance and proceeded even in the presence of methyl esters and nitro groups.

Original language	English
Pages (from-to)	950-953
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	3
DOIs	https://doi.org/10.1021/ol3000316
Publication status	Published - 2012 Feb 3

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol3000316

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title = "Direct chemoselective allylation of inert amide carbonyls",

abstract = "Direct allylation of inert amide carbonyls utilizing the Schwartz reagent afforded either substituted tertiary or secondary amines. A preactivation step was successfully avoided, which is generally a requisite to increase the electrophilicity of amides. The reaction exhibited remarkable functional group tolerance and proceeded even in the presence of methyl esters and nitro groups.",

author = "Yukiko Oda and Takaaki Sato and Noritaka Chida",

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AU - Sato, Takaaki

AU - Chida, Noritaka

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N2 - Direct allylation of inert amide carbonyls utilizing the Schwartz reagent afforded either substituted tertiary or secondary amines. A preactivation step was successfully avoided, which is generally a requisite to increase the electrophilicity of amides. The reaction exhibited remarkable functional group tolerance and proceeded even in the presence of methyl esters and nitro groups.

AB - Direct allylation of inert amide carbonyls utilizing the Schwartz reagent afforded either substituted tertiary or secondary amines. A preactivation step was successfully avoided, which is generally a requisite to increase the electrophilicity of amides. The reaction exhibited remarkable functional group tolerance and proceeded even in the presence of methyl esters and nitro groups.

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Direct chemoselective allylation of inert amide carbonyls

Abstract

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