One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues

被引：30

作者：

Zhao, Jianxiong ^{[1
]}

Lichman, Benjamin R. ^{[2
,3
]}

Ward, John M. ^{[2
]}

Hailes, Helen C. ^{[1
]}

机构：

[1] UCL, Dept Chem, Christopher Ingold Bldg,20 Gordon St, London WC1H 0AJ, England

[2] UCL, Dept Biochem Engn, Gower St, London WC1E 6BT, England

[3] John Innes Ctr, Norwich Res Pk, Norwich NR4 7UH, Norfolk, England

来源：

CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 11期

基金：

英国惠康基金;

关键词：

PICTET-SPENGLER REACTION; NORCOCLAURINE SYNTHASE; DOPAMINE-1ST MECHANISM; ENZYME; ALKALOIDS; BIOSYNTHESIS; ENABLES; YEAST;

D O I：

10.1039/c7cc08024g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chemoenzymatic reaction cascades can provide access to chiral compounds from low-cost starting materials in one pot. Here we describe one-pot asymmetric routes to tetrahydroisoquinoline alkaloids (THIAs) using the Pictet-Spenglerase norcoclaurine synthase (NCS) followed by a cyclisation, to give alkaloids with two new heterocyclic rings. These reactions operated with a high atom economy to generate THIAs in high yields.

引用

页码：1323 / 1326

页数：4

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