Asymmetric synthesis of -bromohydrins by carrot root as biocatalyst and conversion to enantiopure -hydroxytriazoles and styrene oxides using click chemistry and SN2 ring-closure

被引：3

作者：

Hosseinzadeh, Rahman ^{[1
]}

Mohadjerani, Maryam ^{[2
]}

Mesgar, Sakineh ^{[1
]}

机构：

[1] Univ Mazandaran, Dept Organ Chem, Fac Chem, Babol Sar, Iran

[2] Univ Mazandaran, Fac Basic Sci, Dept Mol & Cell Biol, Babol Sar, Iran

来源：

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY | 2019年 / 16卷 / 03期

关键词：

Bioreduction; Biocatalyst; Carrot root; Chiral; -halohydrins; -hydroxytriazoles; Chiral styrene oxides; CHIRAL CATALYTIC SOURCE; DAUCUS-CAROTA; ENANTIOSELECTIVE REDUCTION; MICROBIOLOGICAL TRANSFORMATIONS; STEREOSELECTIVE SYNTHESIS; KINETIC RESOLUTION; KETONES; EPOXIDE; ALCOHOLS; 1,2,3-TRIAZOLES;

D O I：

10.1007/s13738-018-1535-4

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this study we have combined the bioreduction of -bromoketones using carrot root as biocatalyst and click chemistry for the preparation of enantiopure -hydroxytriazoles in excellent enantiomeric excesses and yields. Moreover, we have utilized chiral -halohydrins for the synthesis of enantiopure styrene oxides in very good yields and enantiomeric excesses. Structural assignments of the products were based on their H-1 and C-13 NMR data and their optical rotations. The enantiomeric excess of the chiral products was obtained by HPLC analysis.

引用

页码：583 / 591

页数：9