DIRECT SUBSTITUTION OF SECONDARY ALLYLIC ALCOHOLS WITH O-SILYLATED KETENE ACETALS IN 3.0 M LITHIUM PERCHLORATE-DIETHYL ETHER - AN ALTERNATIVE TO THE [1,3] SIGMATROPIC REARRANGEMENT OF ALLYL VINYL ETHERS

被引:28
作者
GRIECO, PA
COLLINS, JL
HENRY, KJ
机构
[1] Department of Chemistry, Indiana University Bloomington
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(00)61272-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allylic alcohols of type 1 undergo unprecedented substitution with O-silylated ketene acetals in 3.0 M lithium perchlorate-diethyl ether.
引用
收藏
页码:4735 / 4738
页数:4
相关论文
共 5 条
[1]  
Grieco P.A., 1991, ALDRICHIM ACTA, V24, P59
[2]   [1,3] SIGMATROPIC REARRANGEMENT OF ALLYL VINYL ETHERS AT AMBIENT-TEMPERATURE IN 3.0M LITHIUM PERCHLORATE-DIETHYL ETHER [J].
GRIECO, PA ;
CLARK, JD ;
JAGOE, CT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) :5488-5489
[3]   DRAMATIC RATE ACCELERATIONS OF DIELS-ALDER REACTIONS IN 5-M LITHIUM PERCHLORATE DIETHYL-ETHER - THE CANTHARIDIN PROBLEM REEXAMINED [J].
GRIECO, PA ;
NUNES, JJ ;
GAUL, MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4595-4596
[4]   LITHIUM PERCHLORATE CATALYZED CONJUGATE ADDITION OF O-SILYLATED KETENE ACETALS TO HINDERED ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS AT ATMOSPHERIC-PRESSURE [J].
GRIECO, PA ;
COOKE, RJ ;
HENRY, KJ ;
VANDERROEST, JM .
TETRAHEDRON LETTERS, 1991, 32 (36) :4665-4668
[5]   CHELATION CONTROLLED ADDITION OF ALLYLSTANNANES TO ALDEHYDES IN LITHIUM PERCHLORATE-DIETHYL ETHER [J].
HENRY, KJ ;
GRIECO, PA ;
JAGOE, CT .
TETRAHEDRON LETTERS, 1992, 33 (14) :1817-1820