Approaches to the preparation of sphinganines

被引:68
作者
Howell, AR [1 ]
So, RC [1 ]
Richardson, SK [1 ]
机构
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/j.tet.2004.09.056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:11327 / 11347
页数:21
相关论文
共 74 条
[1]   Stereospecific total syntheses of sphingosine and its analogues from L-serine [J].
Azuma, H ;
Tamagaki, S ;
Ogino, K .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (11) :3538-3541
[2]   Lipase-catalyzed enantiomeric resolution of ceramides [J].
Bakke, M ;
Takizawa, M ;
Sugai, T ;
Ohta, H .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (20) :6929-6938
[3]   IODOCYCLOFUNCTIONALIZATION OF (Z)-1-TRICHLOROACETIMIDOYLOXYALK-2-ENES AND "3-TRICHLOROACETIMIDOYLOXYALK-1-ENES - SYNTHESIS OF (+/-)-ERYTHRO-SPHINGANINE TRIACETATE AND (+/-)-THREO-SPHINGANINE TRIACETATE [J].
BONGINI, A ;
CARDILLO, G ;
ORENA, M ;
SANDRI, S ;
TOMASINI, C .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (08) :1339-1344
[4]   IODOCYCLOFUNCTIONALIZATION OF (E)-1-TRICHLOROACETIMIDOALK-2-ENES - SYNTHESIS OF (+/-)-ERYTHRO-SPHINGANINE TRIACETATE [J].
BONGINI, A ;
CARDILLO, G ;
ORENA, M ;
SANDRI, S ;
TOMASINI, C .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (08) :1345-1349
[5]   SYNTHESIS AND CONFIGURATION OF DIHYDROSPHINGOSINE [J].
CARTER, HE ;
SHAPIRO, D ;
HARRISON, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (04) :1007-1008
[6]   Efficient synthesis of ganglioside GM2 for use in cancer vaccines [J].
CastroPalomino, JC ;
Ritter, G ;
Fortunato, SR ;
Reinhardt, S ;
Old, LJ ;
Schmidt, RR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (18) :1998-2001
[7]  
Chan KFJ, 1997, BIOL SIGNAL, V6, P21
[8]  
Chapman Paul B, 2003, Curr Opin Investig Drugs, V4, P710
[9]   A concise route to D-erythro-sphingosine from N-Boc-L-serine derivatives via sulfoxide or sulfone intermediates [J].
Chun, J ;
Li, GQ ;
Byun, HS ;
Bittman, R .
TETRAHEDRON LETTERS, 2002, 43 (03) :375-377
[10]   Stereoselective synthesis of D-erythro- and L-threo-sphinganines via palladium-catalyzed equilibration and Suzuki coupling [J].
Cook, GR ;
Pararajasingham, K .
TETRAHEDRON LETTERS, 2002, 43 (50) :9027-9029