Lipase-catalyzed synthesis of the chiral tetrahydroisoquinoline (R)-salsolinol

Wei Ding; Mingze Li; Rongji Dai; Yulin Deng

doi:10.1016/j.tetasy.2012.09.009

Lipase-catalyzed synthesis of the chiral tetrahydroisoquinoline (R)-salsolinol

Wei Ding
, Mingze Li
, Rongji Dai
, Yulin Deng^*

^*此作品的通讯作者

Beijing Institute of Technology

科研成果: 期刊稿件 › 文章 › 同行评审

18 引用（Scopus）

摘要

An efficient chemoenzymatic route for the synthesis of enantiopure (R)-salsolinol through the use of Candida antarctica lipase A (CALA) was developed. Different parameters, including the acyl agent, the solvent, the temperature, and the amount of enzyme and substrates used, were investigated in order to establish the optimal reaction conditions for the enzymatic kinetic resolution of secondary amines. The combination of CALA with phenyl allyl carbonates in toluene allowed the isolation of amines with high conversion (50%) and ee (98%) values.

源语言	英语
页（从-至）	1376-1379
页数	4
期刊	Tetrahedron Asymmetry
卷	23
期	18-19
DOI	https://doi.org/10.1016/j.tetasy.2012.09.009
出版状态	已出版 - 15 10月 2012

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10.1016/j.tetasy.2012.09.009

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title = "Lipase-catalyzed synthesis of the chiral tetrahydroisoquinoline (R)-salsolinol",

abstract = "An efficient chemoenzymatic route for the synthesis of enantiopure (R)-salsolinol through the use of Candida antarctica lipase A (CALA) was developed. Different parameters, including the acyl agent, the solvent, the temperature, and the amount of enzyme and substrates used, were investigated in order to establish the optimal reaction conditions for the enzymatic kinetic resolution of secondary amines. The combination of CALA with phenyl allyl carbonates in toluene allowed the isolation of amines with high conversion (50\%) and ee (98\%) values.",

author = "Wei Ding and Mingze Li and Rongji Dai and Yulin Deng",

year = "2012",

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T1 - Lipase-catalyzed synthesis of the chiral tetrahydroisoquinoline (R)-salsolinol

AU - Ding, Wei

AU - Li, Mingze

AU - Dai, Rongji

AU - Deng, Yulin

PY - 2012/10/15

Y1 - 2012/10/15

N2 - An efficient chemoenzymatic route for the synthesis of enantiopure (R)-salsolinol through the use of Candida antarctica lipase A (CALA) was developed. Different parameters, including the acyl agent, the solvent, the temperature, and the amount of enzyme and substrates used, were investigated in order to establish the optimal reaction conditions for the enzymatic kinetic resolution of secondary amines. The combination of CALA with phenyl allyl carbonates in toluene allowed the isolation of amines with high conversion (50%) and ee (98%) values.

AB - An efficient chemoenzymatic route for the synthesis of enantiopure (R)-salsolinol through the use of Candida antarctica lipase A (CALA) was developed. Different parameters, including the acyl agent, the solvent, the temperature, and the amount of enzyme and substrates used, were investigated in order to establish the optimal reaction conditions for the enzymatic kinetic resolution of secondary amines. The combination of CALA with phenyl allyl carbonates in toluene allowed the isolation of amines with high conversion (50%) and ee (98%) values.

UR - https://www.scopus.com/pages/publications/84867756056

U2 - 10.1016/j.tetasy.2012.09.009

DO - 10.1016/j.tetasy.2012.09.009

M3 - Article

AN - SCOPUS:84867756056

SN - 0957-4166

VL - 23

SP - 1376

EP - 1379

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 18-19

ER -

Lipase-catalyzed synthesis of the chiral tetrahydroisoquinoline (R)-salsolinol

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