Rhodium-catalyzed asymmetric synthesis of β-branched esters from allylic amines

Summer D. Laffoon; Zhao Wu; Kami L. Hull

doi:10.1039/c8cc02612b

Rhodium-catalyzed asymmetric synthesis of β-branched esters from allylic amines

Summer D. Laffoon, Zhao Wu, Kami L. Hull

Chemistry

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

Abstract

Allylic amines are converted to chiral, β-branched esters under rhodium catalysis in the presence of alcohol nucleophiles. Allylic amines with aliphatic and aromatic vinylic substituents are converted to ester products with excellent enantioselectivities in all cases. Several alcohol nucleophiles have been utilized in the reaction including 1° and 2° derivatives.

Original language	English (US)
Pages (from-to)	7814-7817
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	56
DOIs	https://doi.org/10.1039/c8cc02612b
State	Published - 2018

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "Rhodium-catalyzed asymmetric synthesis of β-branched esters from allylic amines",

abstract = "Allylic amines are converted to chiral, β-branched esters under rhodium catalysis in the presence of alcohol nucleophiles. Allylic amines with aliphatic and aromatic vinylic substituents are converted to ester products with excellent enantioselectivities in all cases. Several alcohol nucleophiles have been utilized in the reaction including 1° and 2° derivatives.",

author = "Laffoon, {Summer D.} and Zhao Wu and Hull, {Kami L.}",

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journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - Rhodium-catalyzed asymmetric synthesis of β-branched esters from allylic amines

AU - Laffoon, Summer D.

AU - Wu, Zhao

AU - Hull, Kami L.

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - Allylic amines are converted to chiral, β-branched esters under rhodium catalysis in the presence of alcohol nucleophiles. Allylic amines with aliphatic and aromatic vinylic substituents are converted to ester products with excellent enantioselectivities in all cases. Several alcohol nucleophiles have been utilized in the reaction including 1° and 2° derivatives.

AB - Allylic amines are converted to chiral, β-branched esters under rhodium catalysis in the presence of alcohol nucleophiles. Allylic amines with aliphatic and aromatic vinylic substituents are converted to ester products with excellent enantioselectivities in all cases. Several alcohol nucleophiles have been utilized in the reaction including 1° and 2° derivatives.

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U2 - 10.1039/c8cc02612b

DO - 10.1039/c8cc02612b

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Rhodium-catalyzed asymmetric synthesis of β-branched esters from allylic amines

Abstract

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