Direct use of allylic alcohols for platinum-catalyzed monoallylation of amines

Masaru Utsunomiya; Yoshiki Miyamoto; Junji Lpposhi; Takashi Ohshima; Kazushi Mashima

doi:10.1021/ol071365s

Direct use of allylic alcohols for platinum-catalyzed monoallylation of amines

Masaru Utsunomiya, Yoshiki Miyamoto, Junji Lpposhi, Takashi Ohshima, Kazushi Mashima

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

117 Citations (Scopus)

Abstract

A new direct catalytic amination of allylic alcohols promoted by the combination of platinum and a large bite-angle ligand DPEphos was developed in which the allylic alcohol was effectively converted to a π-allylplatinum intermediate without the use of an activating reagent. The use of the DPEphos ligand was essential for obtaining high catalyst activity and high monoallylation selectivity of primary amines, allowing the formation of a variety of monoallylation products in good to excellent yield.

Original language	English
Pages (from-to)	3371-3374
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	17
DOIs	https://doi.org/10.1021/ol071365s
Publication status	Published - Aug 16 2007
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol071365s

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abstract = "A new direct catalytic amination of allylic alcohols promoted by the combination of platinum and a large bite-angle ligand DPEphos was developed in which the allylic alcohol was effectively converted to a π-allylplatinum intermediate without the use of an activating reagent. The use of the DPEphos ligand was essential for obtaining high catalyst activity and high monoallylation selectivity of primary amines, allowing the formation of a variety of monoallylation products in good to excellent yield.",

author = "Masaru Utsunomiya and Yoshiki Miyamoto and Junji Lpposhi and Takashi Ohshima and Kazushi Mashima",

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T1 - Direct use of allylic alcohols for platinum-catalyzed monoallylation of amines

AU - Utsunomiya, Masaru

AU - Miyamoto, Yoshiki

AU - Lpposhi, Junji

AU - Ohshima, Takashi

AU - Mashima, Kazushi

PY - 2007/8/16

Y1 - 2007/8/16

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AB - A new direct catalytic amination of allylic alcohols promoted by the combination of platinum and a large bite-angle ligand DPEphos was developed in which the allylic alcohol was effectively converted to a π-allylplatinum intermediate without the use of an activating reagent. The use of the DPEphos ligand was essential for obtaining high catalyst activity and high monoallylation selectivity of primary amines, allowing the formation of a variety of monoallylation products in good to excellent yield.

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JF - Organic Letters

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Direct use of allylic alcohols for platinum-catalyzed monoallylation of amines

Abstract

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