HETEROATOM-ASSISTED SUBSTITUTION OF ACYCLIC SECONDARY TOSYLATES WITH LITHIUM DIALKYLCUPRATES - AN EXPEDIENT ROUTE TO STEREOCHEMICALLY DEFINED DEOXYPROPIONATE AND RELATED BIOSYNTHETIC SUBUNITS

被引:45
作者
HANESSIAN, S
THAVONEKHAM, B
DEHOFF, B
机构
关键词
D O I
10.1021/jo00286a001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:5831 / 5833
页数:3
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共 34 条
[1]   CHIRAL ACETALS IN ENANTIOSELECTIVE AND DIASTEREOSELECTIVE SUBSTITUTION OR ELIMINATION-REACTIONS [J].
ALEXAKIS, A ;
MANGENEY, P ;
GHRIBI, A ;
MAREK, I ;
SEDRANI, R ;
GUIR, C ;
NORMANT, J .
PURE AND APPLIED CHEMISTRY, 1988, 60 (01) :49-56
[2]   EVIDENCE FOR A SINGLE ELECTRON-TRANSFER MECHANISM IN REACTIONS OF LITHIUM DIORGANOCUPRATES WITH ORGANIC HALIDES [J].
ASHBY, EC ;
DEPRIEST, RN ;
TUNCAY, A ;
SRIVASTAVA, S .
TETRAHEDRON LETTERS, 1982, 23 (50) :5251-5254
[3]   STEREOCONTROL AND REGIOCONTROL BY COMPLEX INDUCED PROXIMITY EFFECTS - REACTIONS OF ORGANOLITHIUM COMPOUNDS [J].
BEAK, P ;
MEYERS, AI .
ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (11) :356-363
[4]  
BERTZ HS, 1989, TETRAHEDRON, V45, P425
[5]   CARBON-CARBON BOND FORMATION BY SELECTIVE COUPLING OF N-ALKYLCOPPER REAGENTS WITH ORGANIC HALIDES [J].
COREY, EJ ;
POSNER, GH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (20) :5615-&
[6]   SELECTIVE FORMATION OF CARBON-CARBON BONDS BETWEEN UNLIKE GROUPS USING ORGANOCOPPER REAGENTS [J].
COREY, EJ ;
POSNER, GH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (15) :3911-&
[7]  
HANESSIAN S, 1986, CAN J CHEM, V64, P2231
[8]  
Hanessian S, 1989, ALDRICHIM ACTA, V22, P3
[9]   CONVENIENT SYNTHESIS OF (S)-CITRONELLOL OF HIGH OPTICAL PURITY [J].
HIRAMA, M ;
NODA, T ;
ITO, S .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (01) :127-129
[10]   STEREOSELECTIVE SYNTHESES OF BUILDING-BLOCKS WITH 3 CONSECUTIVE STEREOGENIC CENTERS - IMPORTANT PRECURSORS OF POLYKETIDE NATURAL-PRODUCTS [J].
HOFFMANN, RW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (06) :489-503