CHIRAL ACRYLATES AS SUBSTRATES IN BAYLIS-HILLMAN REACTION

被引:64
作者
BASAVAIAH, D
GOWRISWARI, VVL
SARMA, PKS
RAO, PD
机构
[1] School of Chemistry, University of Hyderabad, Hyderabad
关键词
D O I
10.1016/0040-4039(90)80033-I
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
DABCO induces diastereoselective (7-70%) coupling of chiral acrylates (1-3) with aldehydes to produce the corresponding 2-(1-hydroxyalkyl)acrylates. © 1990.
引用
收藏
页码:1621 / 1624
页数:4
相关论文
共 18 条
[1]   RATE ENHANCEMENT EFFECTS IN THE DABCO CATALYZED SYNTHESIS OF HYDROXYALKENOATE ESTERS [J].
AMEER, F ;
DREWES, SE ;
FREESE, S ;
KAYE, PT .
SYNTHETIC COMMUNICATIONS, 1988, 18 (05) :495-500
[2]  
[Anonymous], [No title captured], Patent No. [2155113A1, 2155113]
[3]   RECENT ADVANCES IN ASYMMETRIC-SYNTHESIS .2. [J].
APSIMON, JW ;
COLLIER, TL .
TETRAHEDRON, 1986, 42 (19) :5157-5254
[4]   PREPARATION AND NUCLEOPHILIC-SUBSTITUTION OF (E)-1-BROMO-2-PHENYLSULFONYL-2-ALKENES AND 3-ACETOXY-2-PHENYLSULFONYL-1-ALKENES [J].
AUVRAY, P ;
KNOCHEL, P ;
NORMANT, JF .
TETRAHEDRON, 1988, 44 (19) :6095-6106
[5]   DABCO CATALYZED COUPLING OF ALPHA-KETO ESTERS WITH ACRYLONITRILE AND METHYL ACRYLATE [J].
BASAVAIAH, D ;
BHARATHI, TK ;
GOWRISWARI, VVL .
TETRAHEDRON LETTERS, 1987, 28 (37) :4351-4352
[6]   A SIMPLE SYNTHESIS OF ALPHA-METHYLENE-BETA-HYDROXYALKANONES [J].
BASAVAIAH, D ;
GOWRISWARI, VVL .
TETRAHEDRON LETTERS, 1986, 27 (18) :2031-2032
[7]   DIETHYL KETOMALONATE - A FAST REACTING SUBSTRATE FOR BAYLIS-HILLMAN REACTION [J].
BASAVAIAH, D ;
GOWRISWARI, VVL .
SYNTHETIC COMMUNICATIONS, 1989, 19 (13-14) :2461-2465
[8]   A SIMPLE SYNTHESIS OF 2-(1-HYDROXYALKYL)ACRYLONITRILES [J].
BASAVAIAH, D ;
GOWRISWARI, VVL .
SYNTHETIC COMMUNICATIONS, 1987, 17 (05) :587-591
[9]   DABCO CATALYZED DIMERIZATION OF ALPHA,BETA-UNSATURATED KETONES AND NITRILES [J].
BASAVAIAH, D ;
GOWRISWARI, VVL ;
BHARATHI, TK .
TETRAHEDRON LETTERS, 1987, 28 (39) :4591-4592
[10]   A GENERAL-SYNTHESIS OF ALPHA-METHYLENE-BETA-HYDROXYALKANONES [J].
BASAVAIAH, D ;
BHARATHI, TK ;
GOWRISWARI, VVL .
SYNTHETIC COMMUNICATIONS, 1987, 17 (16) :1893-1896