ASYMMETRIC-SYNTHESIS OF ORSELLINIC ACID TYPE MACROLIDES - THE EXAMPLE OF LASIODIPLODIN

被引:69
作者
SOLLADIE, G [1 ]
RUBIO, A [1 ]
CARRENO, MC [1 ]
RUANO, JLG [1 ]
机构
[1] UNIV AUTONOMA MADRID,DEPT QUIM C-I,E-28049 MADRID,SPAIN
关键词
D O I
10.1016/0957-4166(90)90013-Z
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The asymmetric synthesis of both enantiomers of methyl lasiodiplodin is described. The chiral centers were created in the very last steps of the synthesis by asymmetric induction of a chiral sulfoxide group. © 1990.
引用
收藏
页码:187 / 198
页数:12
相关论文
共 15 条
[1]   METABOLITES OF LASIODIPLODIA-THEOBROMAE [J].
ALDRIDGE, DC ;
GALT, S ;
GILES, D ;
TURNER, WB .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (09) :1623-&
[2]  
CARRENO MC, IN PRESS J ORG CHEM
[3]   SIMPLE SYNTHETIC ROUTE TO LASIODIPLODIN [J].
DANISHEFSKY, S ;
ETHEREDGE, SJ .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (25) :4716-4717
[4]   2,3-ALKADIENOATES AS DIENOPHILES, APPLICATION IN THE SYNTHESIS OF (+)-(R)-LASIODIPLODIN [J].
FINK, M ;
GAIER, H ;
GERLACH, H .
HELVETICA CHIMICA ACTA, 1982, 65 (08) :2563-2569
[5]  
GATTERMANN L, 1899, BER, V32, P279
[6]   SYNTHESIS OF (+1-)-LASIODIPLODIN [J].
GERLACH, H ;
THALMANN, A .
HELVETICA CHIMICA ACTA, 1977, 60 (08) :2866-2871
[7]   STRUCTURES OF NEW PLANT-GROWTH INHIBITORS, TRANS-RESORCYLIDE AND CIS-RESORCYLIDE [J].
OYAMA, H ;
SASSA, T ;
IKEDA, M .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1978, 42 (12) :2407-2409
[8]  
ROBERTSON A, 1927, J CHEM SOC, P2197
[9]   REDUCTION OF BETA-KETO SULFOXIDES - A HIGHLY EFFICIENT ASYMMETRIC-SYNTHESIS OF BOTH ENANTIOMERS OF ALLYLIC ALCOHOLS [J].
SOLLADIE, G ;
DEMAILLY, G ;
GRECK, C .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1552-1554
[10]   REDUCTION OF CHIRAL BETA-HYDROXY SULFOXIDES - APPLICATION TO THE SYNTHESIS OF BOTH ENANTIOMERS OF 4-SUBSTITUTED BUTENOLIDES [J].
SOLLADIE, G ;
FRECHOU, C ;
DEMAILLY, G ;
GRECK, C .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (10) :1912-1914