HIGHLY STEREODIVERGENT GENERATION OF THE Z-ENOLATES AND E-ENOLATES OF A BETA-AMINO ESTER VIA CONJUGATE ADDITION TO METHYL CROTONATE BY USING LITHIUM N-BENZYLTRIMETHYLSILYLAMIDE AS A NITROGEN NUCLEOPHILE, AND APPLICATION TO STEREOSELECTIVE ALDOL REACTIONS

被引:36
作者
UYEHARA, T
ASAO, N
YAMAMOTO, Y
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D O I
10.1039/c39890000753
中图分类号
O6 [化学];
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0703 ;
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页码:753 / 754
页数:2
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共 14 条
[1]   STEREOSELECTIVE SYNTHESIS OF ALPHA-METHYLENE-BETA-HYDROXY-GAMMA-ALKOXY ESTERS FROM ALPHA-ALKOXY ALDEHYDES [J].
BANFI, L ;
COLOMBO, L ;
GENNARI, C ;
SCOLASTICO, C .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (19) :1112-1113
[2]   HIGH DIASTEREOFACE SELECTION IN AN ESTER ENOLATE ADDITION TO ALPHA-ALKOXY ALDEHYDES - STEREOSELECTIVE SYNTHESIS OF ALPHA-METHYLENE-BETA-HYDROXY-GAMMA-ALKOXY ESTERS [J].
BANFI, L ;
BERNARDI, A ;
COLOMBO, L ;
GENNARI, C ;
SCOLASTICO, C .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (20) :3784-3790
[3]  
BERNHARD W, 1984, J CHEM SOC CHEM COMM, P904
[4]   DIASTEREOSELECTIVITY IN THE ALKYLATION AND PROTONATION OF SOME BETA-SILYL ENOLATES [J].
FLEMING, I ;
HILL, JHM ;
PARKER, D ;
WATERSON, D .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (06) :318-321
[5]   UBER DIE KONSTELLATION DER EPIMEREN 1-AMINO-1.2-DIPHENYL-PROPANOLE-(3) [J].
FODOR, G ;
STEFANOV.J ;
KURTEV, BI .
CHEMISCHE BERICHTE-RECUEIL, 1965, 98 (03) :705-&
[6]  
HEATHCOCK CH, 1984, ASYMMETRIC SYNTHESIS, V3, P156
[7]   ESTER ENOLATE CLAISEN REARRANGEMENT - STEREOCHEMICAL CONTROL THROUGH STEREOSELECTIVE ENOLATE FORMATION [J].
IRELAND, RE ;
MUELLER, RH ;
WILLARD, AK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2868-2877
[8]  
OHNO M, 1981, J AM CHEM SOC, V103, P2406
[9]   STAGGERED MODELS FOR ASYMMETRIC INDUCTION - ATTACK TRAJECTORIES AND CONFORMATIONS OF ALLYLIC BONDS FROM ABINITIO TRANSITION STRUCTURES OF ADDITION-REACTIONS [J].
PADDONROW, MN ;
RONDAN, NG ;
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7162-7166
[10]   DIASTEREOSELECTION IN THE NUCLEOPHILIC CONJUGATE ADDITION OF AMINES TO 2-HYDROXYALKYLPROPENOATES [J].
PERLMUTTER, P ;
TABONE, M .
TETRAHEDRON LETTERS, 1988, 29 (08) :949-952