Palladium-catalyzed approach to stereodefined ten-membered cycles from 1,5-bisallenes

Jiajia Cheng; Xuefeng Jiang; Shengming Ma

doi:10.1021/ol202074e

Palladium-catalyzed approach to stereodefined ten-membered cycles from 1,5-bisallenes

Jiajia Cheng, Xuefeng Jiang, Shengming Ma

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26 Scopus citations

Abstract

A three-component Pd(0)-catalyzed reaction of 1,5-bisallenes with organic halides in the presence of primary amines was observed to afford stereodefined not readily available ten-membered cyclic compounds highly chemo- and regioselectively. A mechanism involving two π-allylic palladium intermediates was proposed to account for the observed regio- and stereoselectivity.

Original language	English
Pages (from-to)	5200-5203
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	19
DOIs	https://doi.org/10.1021/ol202074e
State	Published - 7 Oct 2011
Externally published	Yes

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10.1021/ol202074e

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title = "Palladium-catalyzed approach to stereodefined ten-membered cycles from 1,5-bisallenes",

abstract = "A three-component Pd(0)-catalyzed reaction of 1,5-bisallenes with organic halides in the presence of primary amines was observed to afford stereodefined not readily available ten-membered cyclic compounds highly chemo- and regioselectively. A mechanism involving two π-allylic palladium intermediates was proposed to account for the observed regio- and stereoselectivity.",

author = "Jiajia Cheng and Xuefeng Jiang and Shengming Ma",

year = "2011",

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doi = "10.1021/ol202074e",

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T1 - Palladium-catalyzed approach to stereodefined ten-membered cycles from 1,5-bisallenes

AU - Cheng, Jiajia

AU - Jiang, Xuefeng

AU - Ma, Shengming

PY - 2011/10/7

Y1 - 2011/10/7

N2 - A three-component Pd(0)-catalyzed reaction of 1,5-bisallenes with organic halides in the presence of primary amines was observed to afford stereodefined not readily available ten-membered cyclic compounds highly chemo- and regioselectively. A mechanism involving two π-allylic palladium intermediates was proposed to account for the observed regio- and stereoselectivity.

AB - A three-component Pd(0)-catalyzed reaction of 1,5-bisallenes with organic halides in the presence of primary amines was observed to afford stereodefined not readily available ten-membered cyclic compounds highly chemo- and regioselectively. A mechanism involving two π-allylic palladium intermediates was proposed to account for the observed regio- and stereoselectivity.

UR - https://www.scopus.com/pages/publications/80054774740

U2 - 10.1021/ol202074e

DO - 10.1021/ol202074e

M3 - 文章

C2 - 21910412

AN - SCOPUS:80054774740

SN - 1523-7060

VL - 13

SP - 5200

EP - 5203

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Palladium-catalyzed approach to stereodefined ten-membered cycles from 1,5-bisallenes

Abstract

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