STEREOSELECTIVE SYNTHESIS OF (+)-LENIGINOSINE AND (-)-LENTIGINOSINE

被引:51
作者
GURJAR, MK
GHOSH, L
SYAMALA, M
JAYASREE, V
机构
[1] Indian Institute of Chemical Technology, Hyderabad
关键词
D O I
10.1016/S0040-4039(00)78520-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Simple routes to (1R,2R,8aR)- and (1S,2S,8aS)-lentiginosine have been described, based on Sharpless asymmetric dihydroxylation, starting from (R)- and (S)-pipecolinic acids.
引用
收藏
页码:8871 / 8872
页数:2
相关论文
共 6 条
[1]   SYNTHESIS OF LENTIGINOSINE BY STEREOSELECTIVE CHIRAL NITRONE CYCLOADDITION AND THERMAL REARRANGEMENT OF STRAINED SPIROISOXAZOLIDINE [J].
CORDERO, FM ;
CICCHI, S ;
GOTI, A ;
BRANDI, A .
TETRAHEDRON LETTERS, 1994, 35 (06) :949-952
[2]  
HERCZCGH P, 1993, RECENT PROGR SYNTHES, V2, P451
[3]   LENTIGINOSINE, A DIHYDROXYINDOLIZIDINE ALKALOID THAT INHIBITS AMYLOGLUCOSIDASE [J].
PASTUSZAK, I ;
MOLYNEUX, RJ ;
JAMES, LF ;
ELBEIN, AD .
BIOCHEMISTRY, 1990, 29 (07) :1886-1891
[4]   THE OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION - A NEW LIGAND CLASS AND A PROCESS IMPROVEMENT [J].
SHARPLESS, KB ;
AMBERG, W ;
BENNANI, YL ;
CRISPINO, GA ;
HARTUNG, J ;
JEONG, KS ;
KWONG, HL ;
MORIKAWA, K ;
WANG, ZM ;
XU, DQ ;
ZHANG, XL .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (10) :2768-2771
[5]  
YODA H, 1994, TETRAHEDRON-ASYMMETR, V5, P1455
[6]  
1992, NSC614552 NCI REP, P11