ONE-POT SYNTHESIS OF PRECOCENE-I AND PRECOCENE-II AND A FORMAL SYNTHESIS OF ROBUSTADIAL-A AND ROBUSTADIAL-B VIA 2-PHENYL-4H-1,3,2-BENZODIOXABORIN

被引：35

作者：

BISSADA, S ^{[1
]}

LAU, CK ^{[1
]}

BERNSTEIN, MA ^{[1
]}

DUFRESNE, C ^{[1
]}

机构：

[1] MERCK FROSST CTR THERAPEUT RES,DEPT MED CHEM,POINTE CLAIRE H9R 4P8,PQ,CANADA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1994年 / 72卷 / 08期

关键词：

Aldehydes - Carboxylic acids - Decomposition - Electrochemistry - Heating - Phenols - Synthesis (chemical);

D O I：

10.1139/v94-237

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of a phenol, an alpha, beta-unsaturated aldehyde, and phenylboronic acid yields a 2-phenyl-4H-1,3,2-benzodioxaborin. Upon heating, this compound decomposes to an orthoquinone-methide intermediate, which undergoes an electrocyclization reaction to a chromene ring system. This method has been applied to the synthesis of precocenes I and II and the robustadial A and B.

引用

页码：1866 / 1869

页数：4

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