ONE-POT CONSTRUCTION OF THE OXAPROPELLANE SKELETON

被引:1
作者
FANG, CL [1 ]
SUGANUMA, K [1 ]
SUEMUNE, H [1 ]
SAKAI, K [1 ]
机构
[1] KYUSHU UNIV,FAC PHARMACEUT SCI,FUKUOKA 812,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 05期
关键词
D O I
10.1039/p19900001483
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,4-Addition of diorganocuprates to the α,β-unsaturated esters (1)-(5) gave the oxapropellane skeleton, compounds (6)-(10), in a one-pot reaction, which proceeded via 1,4-addition, aldol condensation, and substitution.
引用
收藏
页码:1483 / 1484
页数:2
相关论文
共 11 条
[1]   THE PREPARATION OF LITHIUM ORGANOCUPRATES FROM VARIOUS CU(I) SALTS [J].
BERTZ, SH ;
GIBSON, CP ;
DABBAGH, G .
TETRAHEDRON LETTERS, 1987, 28 (37) :4251-4254
[2]  
HIZUKA M, 1989, CHEM PHARM BULL, V37, P1185
[3]   THE USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE IN SYNTHESIS AND TRANSFORMATION OF NATURAL-PRODUCTS [J].
MITSUNOBU, O .
SYNTHESIS-STUTTGART, 1981, (01) :1-28
[4]   REGIOSPECIFIC INTRAMOLECULAR ALDOL CONDENSATION INDUCED BY CONJUGATE ADDITION OF LITHIUM DIMETHYLCUPRATE TO ZETA-OXO-ALPHA, BETA-ENONES [J].
NAF, F ;
DECORZANT, R ;
THOMMEN, W .
HELVETICA CHIMICA ACTA, 1975, 58 (06) :1808-1812
[5]  
NORMANT JF, 1983, CURRENT TRENDS ORGAN, P291
[6]   PROSTAGLANDIN SYNTHESES BY 3-COMPONENT COUPLING [J].
NOYORI, R ;
SUZUKI, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (11) :847-876
[7]  
Posner G. H., 1980, INTRO SYNTHESIS USIN
[8]  
SUEMUNE H, 1988, CHEM PHARM BULL, V36, P4337
[9]  
TAYLOR RJK, 1985, SYNTHESIS-STUTTGART, P364
[10]   ORGANOCUPRATE ADDITION TO ALPHA, BETA-UNSATURATED COMPOUNDS - SYNTHETIC AND MECHANISTIC ASPECTS [J].
ULLENIUS, C ;
CHRISTENSON, B .
PURE AND APPLIED CHEMISTRY, 1988, 60 (01) :57-64