REARRANGEMENT STUDIES ON ACYLKETENE O-PROP-2-YNYL S-METHYLMONOTHIOKETALS

被引：14

作者：

BHAT, L ^{[1
]}

ILA, H ^{[1
]}

JUNJAPPA, H ^{[1
]}

机构：

[1] NE HILL UNIV,DEPT CHEM,SHILLONG 793003,MEGHALAYA,INDIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 13期

关键词：

D O I：

10.1039/p19940001749

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acylketene O-prop-2-ynyl S-methylmonothioketals 3a-e, easily obtained through displacement on beta-oxosulfonium salts 2a-e by prop-2-ynol, are shown to undergo facile rearrangement under neutral (toluene-xylene) and basic conditions (K2CO3-EtCOMe) to afford the diene esters 5a-e and the substituted furans 4a-e, respectively. The probable mechanism for the formation of the various products involving initial Claisen rearrangement of compounds 3a-e has been described.

引用

页码：1749 / 1752

页数：4

共 18 条

[1] SYNTHESIS OF THE POTENT POTASSIUM CHANNEL OPENER RO-31-6930 VIA CLAISEN REARRANGEMENT AND TANDEM REGIOCONTROLLED CYCLIZATION [J].