An unusual erythrolide containing a bicycle [9.2.1.] tetradecane skeleton

被引:14
作者
Banjoo, D
Maxwell, AR
Mootoo, BS [1 ]
Lough, AJ
McLean, S
Reynolds, WF
机构
[1] Univ W Indies, Dept Chem, St Augustine, Trinidad Tobago
[2] Univ Toronto, Dept Chem, Toronto, ON M5S 1A1, Canada
关键词
D O I
10.1016/S0040-4039(97)10838-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Erythrolide K (4), isolated from Erythropodium caribaeorum possesses an unusual bicycle [9.2.1.] tetradecane skeleton. The structure was deduced by 2D NMR and confirmed by X-ray analysis. It was synthesised in two steps from erythrolide A (2), the first involving a thermal [1,5] sigmatropic hydrogen shift to give the intermediate (3). (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1469 / 1472
页数:4
相关论文
共 4 条
[1]   DITERPENES FROM THE GORGONIAN CORAL ERYTHROPODIUM-CARIBAEORUM FROM THE SOUTHERN CARIBBEAN [J].
DOOKRAN, R ;
MAHARAJ, D ;
MOOTOO, BS ;
RAMSEWAK, R ;
MCLEAN, S ;
REYNOLDS, WF ;
TINTO, WF .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (07) :1051-1056
[2]   ERYTHROLIDES - UNIQUE MARINE DITERPENOIDS INTERRELATED BY A NATURALLY-OCCURRING DI-PI-METHANE REARRANGEMENT [J].
LOOK, SA ;
FENICAL, W ;
VANENGEN, D ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (17) :5026-5027
[3]   NEW BRIAREIN DITERPENES FROM THE CARIBBEAN GORGONIANS ERYTHROPODIUM-CARIBAEORUM AND BRIAREUM SP [J].
PORDESIMO, EO ;
SCHMITZ, FJ ;
CIERESZKO, LS ;
HOSSAIN, MB ;
VANDERHELM, D .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) :2344-2357
[4]  
Sheldrick G.M., 1994, SHELXTL PC SIEMENS