DIELS-ALDER REACTION OF CHIRAL DIENES - REMARKABLE EFFECT OF DIENOPHILE POLARITY UPON DIASTEREO FACE SELECTIVITY

被引:31
作者
HAMADA, T
SATO, H
HIKOTA, M
YONEMITSU, O
机构
关键词
D O I
10.1016/S0040-4039(01)93907-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:6405 / 6408
页数:4
相关论文
共 16 条
[1]  
BOGER DL, 1987, HETERO DIELSALDER ME
[2]   ON STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS - EMPIRICAL RULE [J].
CHA, JK ;
CHRIST, WJ ;
KISHI, Y .
TETRAHEDRON, 1984, 40 (12) :2247-2255
[3]   MODELING CHEMICAL-REACTIVITY .7. THE EFFECT OF A CHANGE IN RATE-LIMITING STEP ON THE STEREOSELECTIVITY OF ELECTROPHILIC ADDITION TO ALLYLIC ALCOHOLS AND RELATED CHIRAL ALKENES [J].
CHAMBERLIN, AR ;
MULHOLLAND, RL ;
KAHN, SD ;
HEHRE, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (03) :672-677
[4]   DIASTEREOSELECTIVE SYNTHESIS OF UNSATURATED VICINAL AMINO-ALCOHOLS VIA DIELS-ALDER REACTIONS OF N-SULFINYL DIENOPHILES [J].
GARIGIPATI, RS ;
FREYER, AJ ;
WHITTLE, RR ;
WEINREB, SM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (25) :7861-7867
[5]  
HELMCHEN G, 1986, MODERN SYNTHETIC MET, P261
[6]  
HOUK KN, 1984, J AM CHEM SOC, V106, P3380
[7]   CONFORMATIONAL-ANALYSIS OF 3-BUTEN-2-OL - A MODEL ASYMMETRIC OLEFIN [J].
KAHN, SD ;
HEHRE, WJ .
TETRAHEDRON LETTERS, 1985, 26 (31) :3647-3650
[9]   DIRECT BETA-LITHIATION OF 2-ALKOXY DIENES - USE IN AN ASYMMETRIC DIELS-ALDER REACTION [J].
MCDOUGAL, PG ;
RICO, JG ;
VANDERVEER, D .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (23) :4492-4494
[10]   STEREOELECTRONIC CONTROLLING FEATURES OF ALLYLIC ASYMMETRY - APPLICATION TO ESTER ENOLATE ALKYLATIONS [J].
MCGARVEY, GJ ;
WILLIAMS, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (05) :1435-1437