Total synthesis of cytotoxic sponge alkaloids Motuporamines A and B

被引:18
作者
Baldwin, JE [1 ]
Vollmer, HR [1 ]
Lee, V [1 ]
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
关键词
sponge; alkaloids; Motuporamine;
D O I
10.1016/S0040-4039(99)01016-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of two sponge alkaloids, Motuporamines A and B is reported. The key step involved a reductive amination using sodium triacetoxyborohydride. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5401 / 5404
页数:4
相关论文
共 20 条
[1]   Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures [J].
AbdelMagid, AF ;
Carson, KG ;
Harris, BD ;
Maryanoff, CA ;
Shah, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (11) :3849-3862
[2]  
ANDERSEN RJ, 1996, ALKALOIDS CHEM BIOL, V10, P302
[3]   ON THE BIOSYNTHESIS OF MANZAMINES [J].
BALDWIN, JE ;
WHITEHEAD, RC .
TETRAHEDRON LETTERS, 1992, 33 (15) :2059-2062
[4]  
Baldwin JE, 1998, ANGEW CHEM INT EDIT, V37, P2661, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2661::AID-ANIE2661>3.0.CO
[5]  
2-D
[6]   NONPEPTIDE RENIN INHIBITORS WITH GOOD INTRADUODENAL BIOAVAILABILITY AND EFFICACY IN DOG [J].
BOYD, SA ;
FUNG, AKL ;
BAKER, WR ;
MANTEI, RA ;
STEIN, HH ;
COHEN, J ;
BARLOW, JL ;
KLINGHOFER, V ;
WESSALE, JL ;
VERBURG, KM ;
POLAKOWSKI, JS ;
ADLER, AL ;
CALZADILLA, SV ;
KOVAR, P ;
YAO, ZL ;
HUTCHINS, CW ;
DENISSEN, JF ;
GRABOWSKI, BA ;
CEPA, S ;
HOFFMAN, DJ ;
GARREN, KW ;
KLEINERT, HD .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (19) :2991-3007
[7]  
Cooper RG, 1998, CHEM-EUR J, V4, P137, DOI 10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO
[8]  
2-2
[9]   PHOSPHORUS PENTOXIDE-METHANESULFONIC ACID - CONVENIENT ALTERNATIVE TO POLYPHOSPHORIC ACID [J].
EATON, PE ;
CARLSON, GR ;
LEE, JT .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (23) :4071-4073
[10]   PREPARATION AND USE OF TETRA-NORMAL-BUTYLAMMONIUM PER-RUTHENATE (TBAP REAGENT) AND TETRA-NORMAL-PROPYLAMMONIUM PER-RUTHENATE (TPAP REAGENT) AS NEW CATALYTIC OXIDANTS FOR ALCOHOLS [J].
GRIFFITH, WP ;
LEY, SV ;
WHITCOMBE, GP ;
WHITE, AD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (21) :1625-1627