MICHAEL AND SUBSTITUTION-REACTIONS OF BICYCLIC TETRONIC, TETRAMIC AND THIOTETRONIC ESTERS

被引：5

作者：

BERTUCCO, A

BRENNAN, J

FACHINI, M

KLUGE, S

MURPHY, PJ

PASUTTO, F

SIGNORINI, R

WILLIAMS, HL

机构：

[1] UNIV COLL N WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES

[2] EUROPEAN PATENT OFF,2288 EE RIJSWIJK,NETHERLANDS

来源：

TETRAHEDRON | 1994年 / 50卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(01)85305-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 1,4-addition of several hetero- and carbon nucleophiles to the bicyclic structures 1,2,3 and 17 are reported along with the conversion of the resultant adducts to substituted tetronic, tetramic, and thiotetronic acids as well as the formation of substituted butenolides; a novel reaction mechanism has been observed for the iodotrimethylsilane (TMSI) or acetic anhydride/magnesium bromide mediated furan ring opening reactions of the bicyclic tetronate 1.

引用

页码：8237 / 8252

页数：16

共 18 条

[1]

BERTUCCO A, 1991, J CHEM SOC P1, P1831

[2] A PHOSPHORANE MEDIATED SYNTHESIS OF TETRONIC, THIOTETRONIC AND TETRAMIC LACTONES [J].