A new intramolecular migration in thiosugar chemistry:: S→O transfer of a benzothiazol-2-yl group in saccharidic sulfones

被引：7

作者：

Gueyrard, D

Lorin, C

Moravcova, J

Rollin, P

机构：

[1] Univ Orleans, Inst Chem Organ & Analyt, F-45067 Orleans 2, France

[2] Inst Chem Technol, Dept Chem Nat Cpds, CR-16628 Prague, Czech Republic

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1999年 / 18卷 / 03期

关键词：

D O I：

10.1080/07328309908543998

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：

Saccharidic benzothiazol-2yl sulfones - readily obtained through regioselective Mitsunobu thiofunctionalization followed by standard S-oxidation - can easily undergo benzothiazol-2-yl group S --> O transfer when submitted to the action of a hindered base under controlled conditions. An ipso-substitution process is the key-step of this novel intramolecular rearrangement of saccharidic sulfones.

引用

页码：317 / 331

页数：15

共 13 条

[1] A DIRECT SYNTHESIS OF OLEFINS BY REACTION OF CARBONYL-COMPOUNDS WITH LITHIO DERIVATIVES OF 2-[ALKYL-SULFONYL OR (2'-ALKENYL)-SULFONYL OR BENZYL-SULFONYL]-BENZOTHIAZOLES [J].