CYCLIZATION OF POLYENIC BETA-KETO SULFOXIDES - A NOVEL ROUTE TO OPTICALLY-ACTIVE INTERMEDIATES FOR CYCLIC TERPENOID SYNTHESIS

被引：8

作者：

KOSUGI, H

HOSHINO, K

UDA, H

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 17期

关键词：

D O I：

10.1039/c39910001173

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Optically active polyenic beta-keto sulphoxides 4 and 5 undergo a cyclisation mediated by SnCl4 to give easily separable diastereoisomeric dihydropyran derivatives 6a,b and 10a,b, respectively; the crystalline stereoisomers of which can be converted into (+)-dihydroacitinidiolide 7 and (-)-norambreinolide 11.

引用

页码：1173 / 1174

页数：2

共 38 条

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CHEMISTRY LETTERS, 1993, (03) : 545 - 548
[23] APPLICATION OF A MODIFIED PICTET-SPENGLER REACTION TO THE SYNTHESIS OF OPTICALLY-ACTIVE TETRAHYDRO-BETA-CARBOLINES, KEY INTERMEDIATES IN THE PREPARATION OF MANY INDOLE ALKALOIDS
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CHEMISTRY LETTERS, 1987, (10) : 1949 - 1950
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[28] A NEW SYNTHETIC ROUTE TO OPTICALLY-ACTIVE ALPHA,BETA-UNSATURATED AND BETA',GAMMA'-UNSATURATED ALCOHOLS, AND ITS APPLICATION TO THE SYNTHESIS OF A FUNGITOXIC C-18 HYDROXY UNSATURATED FATTY-ACID
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TETRAHEDRON LETTERS, 1993, 34 (39) : 6325 - 6328
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