Concise chemoenzymatic synthesis of epi-inositol

被引：19

作者：

Vitelio, C ^{[1
]}

Bellomo, A ^{[1
]}

Brovetto, M ^{[1
]}

Seoane, G ^{[1
]}

Gonzalez, D ^{[1
]}

机构：

[1] Univ Republica, Fac Quim, Dept Quim Organ, Montevideo, Uruguay

来源：

CARBOHYDRATE RESEARCH | 2004年 / 339卷 / 10期

关键词：

dioxygenase; chemoenzymatic; epi-inositol; cis-inositol; haloepoxide;

D O I：

10.1016/j.carres.2004.04.011

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

epi-Inositol was synthesized in six steps in 40% overall yield from a bacterial bromobenzene metabolite. The chemoenzymatic route involved toluene dioxygenase oxidation, substrate-directed catalytic osmylation, m-CPBA epoxidation, radical debromination, and Amberlite-catalized hydrolysis. The route described is amenable to scaleup and could allow access to cis-inositol, and deoxy derivatives of epi-inositol. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：1773 / 1778

页数：6

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