Primary-amine-catalyzed enantioselective intramolecular aldolizations

Jian Zhou; Vijay Wakchaure; Philip Kraft; Benjamin List

doi:10.1002/anie.200802497

Primary-amine-catalyzed enantioselective intramolecular aldolizations

Jian Zhou^*
, Vijay Wakchaure
, Philip Kraft
, Benjamin List

^*此作品的通讯作者

Max Planck Institute for Coal Research
Givaudan

科研成果: 期刊稿件 › 文章 › 同行评审

151 引用（Scopus）

摘要

Aldol cyclodehydration of 4-substituted-2,6-heptanediones leads to enantiomerically enriched 5-substituted-3-methyl-2-cyclohexene-1-ones, which serve as perfume ingredients and valuable synthetic building blocks.Primary amines derived from cinchona alkaloids in combination with acetic acid are efficient catalysts for this transformation, which deliver both enantiomers of the celery ketone.

源语言	英语
页（从-至）	7656-7658
页数	3
期刊	Angewandte Chemie - International Edition
卷	47
期	40
DOI	https://doi.org/10.1002/anie.200802497
出版状态	已出版 - 22 9月 2008
已对外发布	是

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title = "Primary-amine-catalyzed enantioselective intramolecular aldolizations",

abstract = "Aldol cyclodehydration of 4-substituted-2,6-heptanediones leads to enantiomerically enriched 5-substituted-3-methyl-2-cyclohexene-1-ones, which serve as perfume ingredients and valuable synthetic building blocks.Primary amines derived from cinchona alkaloids in combination with acetic acid are efficient catalysts for this transformation, which deliver both enantiomers of the celery ketone.",

keywords = "Aldol reaction, Asymmetric catalysis, Bifunctional catalysis, Enamines, Organocatalysis",

author = "Jian Zhou and Vijay Wakchaure and Philip Kraft and Benjamin List",

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AU - Zhou, Jian

AU - Wakchaure, Vijay

AU - Kraft, Philip

AU - List, Benjamin

PY - 2008/9/22

Y1 - 2008/9/22

N2 - Aldol cyclodehydration of 4-substituted-2,6-heptanediones leads to enantiomerically enriched 5-substituted-3-methyl-2-cyclohexene-1-ones, which serve as perfume ingredients and valuable synthetic building blocks.Primary amines derived from cinchona alkaloids in combination with acetic acid are efficient catalysts for this transformation, which deliver both enantiomers of the celery ketone.

AB - Aldol cyclodehydration of 4-substituted-2,6-heptanediones leads to enantiomerically enriched 5-substituted-3-methyl-2-cyclohexene-1-ones, which serve as perfume ingredients and valuable synthetic building blocks.Primary amines derived from cinchona alkaloids in combination with acetic acid are efficient catalysts for this transformation, which deliver both enantiomers of the celery ketone.

KW - Aldol reaction

KW - Asymmetric catalysis

KW - Bifunctional catalysis

KW - Enamines

KW - Organocatalysis

UR - https://www.scopus.com/pages/publications/54649084880

U2 - 10.1002/anie.200802497

DO - 10.1002/anie.200802497

M3 - 文章

AN - SCOPUS:54649084880

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EP - 7658

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 40

ER -

Primary-amine-catalyzed enantioselective intramolecular aldolizations

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