Enantiospecific synthesis and insect feeding activity of sulfur-containing cyclitols

被引：19

作者：

Bellomo, Ana ^{[1
]}

Camarano, Soledad ^{[2
]}

Rossini, Carmen ^{[2
]}

Gonzalez, David ^{[1
]}

机构：

[1] Univ Republica, Fac Quim, DQO, Lab Sintesis Organ, Montevideo, Uruguay

[2] Univ Republica, Fac Quim, DQO, Lab Ecol Quim, Montevideo, Uruguay

来源：

CARBOHYDRATE RESEARCH | 2009年 / 344卷 / 01期

关键词：

Thiocyanodeoxycyclitol; Dihydroxylation; Insect feeding behavior; CHEMOENZYMATIC SYNTHESIS; RUO4-CATALYZED DIHYDROXYLATION; CONDURITOLS; EFFICIENT; OLEFINS; PRECURSORS; AROMATICS; OXIDATION; INOSITOL; STRATEGY;

D O I：

10.1016/j.carres.2008.09.026

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：

The first syntheses of two deoxythiocyanocyclitols (4-deoxy-4-thiocyano-1-chiro-inositol and deoxythio-cyanoconduritol F) and two deoxysulfonylcyclitol acetals are reported by a chemoenzymatic enantioselective route. The compounds were prepared by a sequence of enzymatic and ruthenium-catalyzed dihydroxylations, and the results were studied regarding reaction conditions and co-catalyst for different derivatives. The new compounds were included in a minilibrary of deoxygenated cyclitols and evaluated for their capacity to influence the feeding behavior of Epilachna paenulata (Coleoptera: Coccinellidae), a common pest of the Curcubitaceae crops. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：44 / 51

页数：8

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