OBSERVATIONS ON THE CHOICE OF LEWIS ACID AND MODE OF ADDITION FOR THE LEWIS ACID MEDIATED REACTION OF CROTYLTRI-NORMAL-BUTYLSTANNANE WITH ALDEHYDES - CONVENIENT AND HIGHLY SELECTIVE ACCESS TO BOTH ERYTHRO AND THREO PRODUCTS

被引:146
作者
KECK, GE
ABBOTT, DE
BODEN, EP
ENHOLM, EJ
机构
关键词
D O I
10.1016/0040-4039(84)80032-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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页码:3927 / 3930
页数:4
相关论文
共 9 条
[1]   ON THE STEREOCHEMISTRY OF ALLYLMETAL-ALDEHYDE CONDENSATIONS [J].
DENMARK, SE ;
WEBER, EJ .
HELVETICA CHIMICA ACTA, 1983, 66 (06) :1655-1660
[2]   ERYTHROSELECTIVITY IN ADDITION OF GAMMA-SUBSTITUTED ALLYLSILANES TO ALDEHYDES IN THE PRESENCE OF TITANIUM CHLORIDE [J].
HAYASHI, T ;
KABETA, K ;
HAMACHI, I ;
KUMADA, M .
TETRAHEDRON LETTERS, 1983, 24 (28) :2865-2868
[3]   DIASTEREOGENIC ADDITION OF CROTYLMETAL COMPOUNDS TO ALDEHYDES [J].
HOFFMANN, RW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (08) :555-566
[4]   CHELATION CONTROLLED DIASTEREOFACIAL SELECTIVITY IN CROTYLTRI-N-BUTYLSTANNANE ADDITIONS TO ALPHA-ALKOXYALDEHYDES [J].
KECK, GE ;
BODEN, EP .
TETRAHEDRON LETTERS, 1984, 25 (18) :1879-1882
[5]   STEREOCHEMICAL CONSEQUENCES FOR THE LEWIS ACID MEDIATED ADDITIONS OF ALLYL AND CROTYLTRI-N-BUTYLSTANNANE TO CHIRAL BETA-HYDROXYALDEHYDE DERIVATIVES [J].
KECK, GE ;
ABBOTT, DE .
TETRAHEDRON LETTERS, 1984, 25 (18) :1883-1886
[6]  
KECK GE, 1984, TETRAHEDRON LETT, V25, P265, DOI 10.1016/S0040-4039(00)99857-5
[7]   ORGANOMETALLIC COMPOUNDS OF TITANIUM AND ZIRCONIUM AS SELECTIVE NUCLEOPHILIC-REAGENTS IN ORGANIC-SYNTHESIS [J].
WEIDMANN, B ;
SEEBACH, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1983, 22 (01) :31-45
[8]   ERYTHRO-SELECTIVE ADDITION OF CROTYLTRIALKYLTINS TO ALDEHYDES REGARDLESS OF THE GEOMETRY OF THE CROTYL UNIT - STEREOSELECTION INDEPENDENT OF THE STEREOCHEMISTRY OF PRECURSORS [J].
YAMAMOTO, Y ;
YATAGAI, H ;
NARUTA, Y ;
MARUYAMA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (23) :7107-7109
[9]   ORGANO-METALLIC COMPOUNDS FOR STEREOREGULATED SYNTHESIS OF ACYCLIC SYSTEMS - THEIR APPLICATION TO THE SYNTHESIS OF THE PRELOG-DJERASSI LACTONIC ACID [J].
YAMAMOTO, Y ;
MARUYAMA, K .
HETEROCYCLES, 1982, 18 :357-386