A CATALYTIC ASYMMETRIC-SYNTHESIS OF CYCLOPENTANOIDS VIA PI-ALLYLPALLADIUM COMPLEXES

被引:32
作者
MORI, M
NUKUI, S
SHIBASAKI, M
机构
关键词
D O I
10.1246/cl.1991.1797
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A catalytic asymmetric alkylation of cyclopentene diol derivatives was achieved by use of Pd(OAc)2-(S)-BINAPO to give corresponding cyclopentanoids in up to 57% ee.
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页码:1797 / 1800
页数:4
相关论文
共 9 条
[1]   ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES [J].
CONSIGLIO, G ;
WAYMOUTH, RM .
CHEMICAL REVIEWS, 1989, 89 (01) :257-276
[2]   A SIMPLIFIED SYNTHESIS OF (+)-BREFELDIN-A [J].
COREY, EJ ;
CARPINO, P .
TETRAHEDRON LETTERS, 1990, 31 (52) :7555-7558
[3]   ENANTIOSELECTIVE PREPARATION OF FUNCTIONALIZED CYCLOPENTANOIDS VIA A COMMON CHIRAL (PI-ALLYL)PALLADIUM COMPLEX [J].
DEARDORFF, DR ;
LINDE, RG ;
MARTIN, AM ;
SHULMAN, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2759-2762
[4]   SUBSTRATE LEAVING GROUP CONTROL OF THE ENANTIOSELECTIVITY IN THE PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC SUBSTITUTION OF 4-ALKYL-1-VINYLCYCLOHEXYL DERIVATIVES [J].
FIAUD, JC ;
LEGROS, JY .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (16) :4840-4846
[5]  
GRUBBS RH, 1977, TETRAHEDRON LETT, P1879
[6]   METHYL JASMONATE - A SHORT SYNTHESIS OF NATURALLY-OCCURRING METHYL JASMONATE AND ITS UNNATURAL ENANTIOMER VIA ENANTIODIVERGENT ALKYLATION OF CYCLOPENT-2-ENE-1,3-DIOL DERIVATIVES BY PALLADIUM(0)-INDUCED REACTIONS [J].
MONTFORTS, FP ;
GESINGZIBULAK, I ;
GRAMMENOS, W ;
SCHNEIDER, M ;
LAUMEN, K .
HELVETICA CHIMICA ACTA, 1989, 72 (08) :1852-1859
[7]   TEMPLATE-DIRECTED SYNTHESIS OF (+/-)-ALLOSAMIZOLINE AND ITS 3,4-EPIMERS [J].
TROST, BM ;
VANVRANKEN, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (03) :1261-1263
[8]   A 1,3-O-ALKYL TO 1,3-C-ALKYL SHIFT CATALYZED BY PALLADIUM [J].
TROST, BM ;
RUNGE, TA ;
JUNGHEIM, LN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) :2840-2841
[9]   A MODEL FOR METAL-TEMPLATED CATALYTIC ASYMMETRIC INDUCTION VIA PI-ALLYL FRAGMENTS [J].
TROST, BM ;
MURPHY, DJ .
ORGANOMETALLICS, 1985, 4 (06) :1143-1145