Lewis base activation of Lewis acids: Catalytic enantioselective allylation and propargylation of aldehydes

被引:209
作者
Denmark, SE [1 ]
Wynn, T [1 ]
机构
[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA
关键词
D O I
10.1021/ja016017e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:6199 / 6200
页数:2
相关论文
共 35 条
[1]  
[Anonymous], MODERN CARBONYL CHEM
[2]   NUCLEOPHILE-ASSISTED RACEMIZATIONS OF HALOSILANES - THERMODYNAMIC STUDIES [J].
BASSINDALE, AR ;
LAU, JCY ;
TAYLOR, PG .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 499 (1-2) :137-141
[3]   LIGAND-ACCELERATED CATALYSIS [J].
BERRISFORD, DJ ;
BOLM, C ;
SHARPLESS, KB .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (10) :1059-1070
[4]   Determination of the nucleophilicities of silyl and alkyl enol ethers [J].
Burfeindt, J ;
Patz, M ;
Müller, M ;
Mayr, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (15) :3629-3634
[5]   THE NATURE AND CONSEQUENCES OF THE INTERACTION OF PHOSPHORYL NUCLEOPHILES WITH A TRIORGANOSILYL CHLORIDE [J].
CHOJNOWSKI, J ;
CYPRYK, M ;
MICHALSKI, J ;
WOZNIAK, L .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 288 (03) :275-282
[6]   NATURE OF THE INTERACTION OF NUCLEOPHILES SUCH AS HMPT, DMSO, DMF AND PH3PO WITH TRIORGANOHALO-SILANES, TRIORGANOHALO-GERMANES, AND TRIORGANOHALO-STANNANES AND ORGANO-PHOSPHORUS COMPOUNDS - MECHANISM OF NUCLEOPHILE INDUCED RACEMIZATION AND SUBSTITUTION AT METAL [J].
CORRIU, RJP ;
DABOSI, G ;
MARTINEAU, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 186 (01) :25-37
[7]  
Denmark S. E., 2000, MODERN CARBONYL CHEM
[8]   Enantioselective ring opening of epoxides with silicon tetrachloride in the presence of a chiral Lewis base [J].
Denmark, SE ;
Barsanti, PA ;
Wong, KT ;
Stavenger, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (08) :2428-2429
[9]   The chemistry of trichlorosilyl enolates. 6. Mechanistic duality in the Lewis base-catalyzed aldol addition reaction [J].
Denmark, SE ;
Su, XP ;
Nishigaichi, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (49) :12990-12991
[10]   Synthesis of phosphoramides for the Lewis base-catalyzed allylation and aldol addition reactions [J].
Denmark, SE ;
Su, YP ;
Nishigaichi, Y ;
Coe, DM ;
Wong, KT ;
Winter, SBD ;
Choi, JY .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (06) :1958-1967