General approach to the synthesis of sarpagine and ajmaline alkaloids. Enantiospecific total synthesis of (+)-ajmaline and alkaloid G via the asymmetric Pictet-Spengler reaction

被引:29
作者
Li, J [1 ]
Cook, JM [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Milwaukee, WI 53201 USA
关键词
D O I
10.1021/jo980476p
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:4166 / 4167
页数:2
相关论文
共 15 条
[1]   AJMALINE .1. [J].
ANET, FAL ;
CHAKRAVARTI, D ;
ROBINSON, R ;
SCHLITTLER, E .
JOURNAL OF THE CHEMICAL SOCIETY, 1954, (APR) :1242-1260
[2]   RAUWOFIA ALKALOIDS .43. A FACILE RING CLOSURE OF DEOXYAJAMALAL-A TO DEOXYAJMALINE [J].
BARTLETT, MF ;
TAYLOR, WI ;
WERBLOOD, HM ;
LAMBERT, BF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (04) :475-&
[3]   What to do in patients with no structural heart disease and sudden arrhythmic death? [J].
Brugada, J ;
Brugada, P .
AMERICAN JOURNAL OF CARDIOLOGY, 1996, 78 :69-75
[4]   Enantiospecific formation of trans 1,3-disubstituted tetrahydro-beta-carbolines by the Pictet-Spengler reaction and conversion of cis diastereomers into their trans counterparts by scission of the C-1/N-2 bond [J].
Cox, ED ;
Hamaker, LK ;
Li, J ;
Yu, P ;
Czerwinski, KM ;
Deng, L ;
Bennett, DW ;
Cook, JM ;
Watson, WH ;
Krawiec, M .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (01) :44-61
[5]   ALKALOIDS FROM RAUWOLFIA-SERPENTINA CELL-CULTURES TREATED WITH AJMALINE [J].
ENDRESS, S ;
TAKAYAMA, H ;
SUDA, S ;
KITAJIMA, M ;
AIMI, N ;
SAKAI, SI ;
STOCKIGT, J .
PHYTOCHEMISTRY, 1993, 32 (03) :725-730
[6]   GENERAL-APPROACH FOR THE SYNTHESIS OF AJMALINE-RELATED ALKALOIDS - ENANTIOSPECIFIC TOTAL SYNTHESIS OF (-)-SUAVEOLINE, (-)-RAUMACLINE, AND (-)-NB-METHYLRAUMACLINE [J].
FU, XY ;
COOK, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03) :661-672
[7]  
Hamaker L. K., 1995, ALKALOIDS CHEM BIOL, V9, P23
[8]  
HOBSON JD, 1967, J CHEM SOC C, V20, P2015
[9]   SYNTHESIS OF AJMALINE [J].
MASAMUNE, S ;
ANG, SK ;
EGLI, C ;
NAKATSUKA, N ;
SARKAR, SK ;
YASUNARI, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (10) :2506-+
[10]  
MASHIMO K, 1969, Tetrahedron Letters, V11, P901