REDUCTIVE DESULFURIZATION OF SULTONES PREPARED VIA INTRAMOLECULAR DIELS-ALDER REACTION OF A FURAN-CONTAINING VINYLSULFONATE

被引：31

作者：

METZ, P

CRAMER, E

机构：

[1] Organisch-Chemisches Institut der Universität Münster, D-48149 Münster

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 40期

关键词：

D O I：

10.1016/0040-4039(93)85048-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of sultone 1 and the saturated derivative 3 with strong bases or reaction of 1 with Red-Al caused a cleavage of the oxygen bridge. The resultant vinylic or allylic sultones 4 and 5 were efficiently desulfurized by metal/ammonia reduction. While a mixture of cyclohexenes 6 and 7 was produced from allylic sultones 5, the vinylic sultones 4 reacted with complete regioselectivity to yield only 7.

引用

页码：6371 / 6374

页数：4

共 19 条

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