BIS(TERT-BUTYLSULFONYL)ACETYLENE AS A GENERAL SYNTHETIC EQUIVALENT OF ALKYNES IN DIELS-ALDER CHEMISTRY .2. REDUCTIVE AND ALKYLATIVE DESULFONYLATIONS OF BICYCLIC 1-ALKYL-2-(TERT-BUTYLSULFONYL)ETHENES

被引:20
作者
VIRGILI, M [1 ]
BELLOCH, J [1 ]
MOYANO, A [1 ]
PERICAS, MA [1 ]
RIERA, A [1 ]
机构
[1] UNIV BARCELONA,DEPT QUIM ORGAN,MARTI & FRANQUES 1-11,E-08028 BARCELONA,SPAIN
关键词
D O I
10.1016/0040-4039(91)80045-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Both reductive and alkylative desulfonylations of bicyclic vinyl sulfones derived from Diels-Alder cycloadducts of bis(tert-butylsulfonyl)acetylene (1) are described. These transformations establish the synthetic equivalence of 1 with acetylene, 1-alkynes and internal alkynes in Diels-Alder chemistry.
引用
收藏
页码:4583 / 4586
页数:4
相关论文
共 22 条
[21]   A BROAD SCOPE HIGHLY EFFICIENT SYNTHESIS OF BIS(R-THIO)ACETYLENES [J].
RIERA, A ;
CABRE, F ;
MOYANO, A ;
PERICAS, MA ;
SANTAMARIA, J .
TETRAHEDRON LETTERS, 1990, 31 (15) :2169-2172
[22]   THE CHEMISTRY OF VINYL SULFONES [J].
SIMPKINS, NS .
TETRAHEDRON, 1990, 46 (20) :6951-6984