Formation of dihydronaphthalenes via organocatalytic enatioselective michael-aldol cascade reactions with arylalkanes

Xiangmin Li; Sinan Wang; Tengfei Li; Jian Li; Hao Li; Wei Wang

doi:10.1021/ol402489e

Formation of dihydronaphthalenes via organocatalytic enatioselective michael-aldol cascade reactions with arylalkanes

Xiangmin Li, Sinan Wang, Tengfei Li, Jian Li, Hao Li, Wei Wang

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

36 Scopus citations

Abstract

An organocatalytic highly enantioselective Michael-aldol cascade access to valuable chiral dihydronaphthalenes has been realized. Notably, the strategy via activation of nucleophilic alkyl chains by introducing nitro, chloro, or CF₃ group(s) at the ortho- and/or para-position(s) on an aromatic ring renders them readily deprotonated to produce highly reactive nulecophilic species in the cascade process under mild conditions.

Original language	English (US)
Pages (from-to)	5634-5637
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	22
DOIs	https://doi.org/10.1021/ol402489e
State	Published - Nov 15 2013
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol402489e

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abstract = "An organocatalytic highly enantioselective Michael-aldol cascade access to valuable chiral dihydronaphthalenes has been realized. Notably, the strategy via activation of nucleophilic alkyl chains by introducing nitro, chloro, or CF3 group(s) at the ortho- and/or para-position(s) on an aromatic ring renders them readily deprotonated to produce highly reactive nulecophilic species in the cascade process under mild conditions.",

author = "Xiangmin Li and Sinan Wang and Tengfei Li and Jian Li and Hao Li and Wei Wang",

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T1 - Formation of dihydronaphthalenes via organocatalytic enatioselective michael-aldol cascade reactions with arylalkanes

AU - Li, Xiangmin

AU - Wang, Sinan

AU - Li, Tengfei

AU - Li, Jian

AU - Li, Hao

AU - Wang, Wei

PY - 2013/11/15

Y1 - 2013/11/15

N2 - An organocatalytic highly enantioselective Michael-aldol cascade access to valuable chiral dihydronaphthalenes has been realized. Notably, the strategy via activation of nucleophilic alkyl chains by introducing nitro, chloro, or CF3 group(s) at the ortho- and/or para-position(s) on an aromatic ring renders them readily deprotonated to produce highly reactive nulecophilic species in the cascade process under mild conditions.

AB - An organocatalytic highly enantioselective Michael-aldol cascade access to valuable chiral dihydronaphthalenes has been realized. Notably, the strategy via activation of nucleophilic alkyl chains by introducing nitro, chloro, or CF3 group(s) at the ortho- and/or para-position(s) on an aromatic ring renders them readily deprotonated to produce highly reactive nulecophilic species in the cascade process under mild conditions.

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SN - 1523-7060

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Formation of dihydronaphthalenes via organocatalytic enatioselective michael-aldol cascade reactions with arylalkanes

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