ASYMMETRIC MICHAEL ADDITION OF CHIRAL ENAMINOESTERS TO PHENYL VINYL SULFONE AND 1,1-BIS(PHENYLSULFONYL)ETHYLENE

被引：29

作者：

PINHEIRO, S ^{[1
]}

GUINGANT, A ^{[1
]}

DESMAELE, D ^{[1
]}

DANGELO, J ^{[1
]}

机构：

[1] UNIV FED FLUMINENSE,INST QUIM,BR-24000 NITEROI,RJ,BRAZIL

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 08期

关键词：

ASYMMETRIC MICHAEL ADDITION REACTIONS; CHIRAL ENAMINOESTERS; PHENYL VINYL SULFONE; 1,1-BIS(PHENYLSULFONYL) ETHYLENE;

D O I：

10.1016/S0957-4166(00)86029-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Enaminoester (S)-9 was added to phenyl vinyl sulfone, leading to adduct (S)-10. In contrast addition of 9 to 1,1-bis(phenylsulfonyl) ethylene gave (R)-16.

引用

页码：1003 / 1006

页数：4

共 11 条

[1] SYNTHESIS OF OPTICALLY-ACTIVE MICHAEL ADDUCTS VIA CHIRAL ENAMINES [J].

BRUNNER, H ;

KRAUS, J ;

LAUTENSCHLAGER, HJ .

MONATSHEFTE FUR CHEMIE, 1988, 119 (10) :1161-1167

[2] FUNCTIONALIZATION OF BIS(PHENYLSULFONYL)METHANE [J].

CARPINO, LA .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (15) :2600-2603

[3] AN EFFICIENT SYNTHESIS OF BOTH ENANTIOMERS OF TRANS-1,2-CYCLOPENTANEDIOL AND THEIR CONVERSION TO 2 NOVEL BIDENTATE PHOSPHITE AND FLUOROPHOSPHINITE LIGANDS [J].

CUNNINGHAM, AF ;

KUNDIG, EP .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1823-1825

[4] ASYMMETRIC MICHAEL ADDITION OF CHIRAL IMINES TO PHENYLVINYLSULFONE - PREPARATION OF KEY CHIRAL BUILDING-BLOCKS FOR THE SYNTHESIS OF ASPIDOSPERMA AND HUNTERIA ALKALOIDS [J].

DANGELO, J ;

REVIAL, G ;

COSTA, PRR ;

CASTRO, RN ;

ANTUNES, OAC .

TETRAHEDRON-ASYMMETRY, 1991, 2 (03) :199-202

[5] THE ASYMMETRIC MICHAEL ADDITION-REACTIONS USING CHIRAL IMINES [J].

DANGELO, J ;

DESMAELE, D ;

DUMAS, F ;

GUINGANT, A .

TETRAHEDRON-ASYMMETRY, 1992, 3 (04) :459-505

[6]

DELUCCHI O, 1984, TETRAHEDRON LETT, V25, P3647

[7] 1,1-BIS(BENZENESULFONYL)ETHYLENE - A SYNTHETIC EQUIVALENT OF ETHYLENE 1,2-DIPOLE [J].

DELUCCHI, O ;

PASQUATO, L ;

MODENA, G .

TETRAHEDRON LETTERS, 1984, 25 (33) :3643-3646

[8] SYNTHESIS OF OPTICALLY-ACTIVE ALPHA,ALPHA-DISUBSTITUTED BETA-KETO-ESTERS VIA CHIRAL BETA-ENAMINO ESTERS [J].

GUINGANT, A ;

HAMMAMI, H .

TETRAHEDRON-ASYMMETRY, 1991, 2 (06) :411-414

[9]

GUINGANT A, UNPUB

[10]

RAO YK, 1983, INDIAN J CHEM B, V22, P519

← 1 2 →