Application of directed metallation in synthesis: total synthesis of model compounds related to semivioxanthin

被引:11
作者
Kamila, S [1 ]
Mukherjee, C [1 ]
De, A [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
关键词
semivioxanthin; directed metallation; transmetallation;
D O I
10.1016/S0040-4039(01)01176-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two model compounds related to the naturally occurring antifungal compound semivioxanthin were synthesized from readily available starting materials using a directed metallation-transmetallation-allylation-cyclization protocol. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5955 / 5957
页数:3
相关论文
共 8 条
[1]   ORTHO-METALATED AROMATIC TERTIARY AMIDES - NEW SYNTHETIC APPLICATIONS [J].
CASAS, R ;
CAVE, C ;
DANGELO, J .
TETRAHEDRON LETTERS, 1995, 36 (07) :1039-1042
[2]  
DESPANDE HY, 1993, SYNTHETIC COMMUN, V23, P2337
[3]  
DESVOYE ML, 1965, B SOC CHIM FR, P1443
[4]  
SIBI MP, 1985, J AM CHEM SOC, V107, P634
[5]  
SIBI MP, 1983, J ORG CHEM, V48, P1835
[6]   DIRECTED ORTHO METALATION - TERTIARY AMIDE AND O-CARBAMATE DIRECTORS IN SYNTHETIC STRATEGIES FOR POLYSUBSTITUTED AROMATICS [J].
SNIECKUS, V .
CHEMICAL REVIEWS, 1990, 90 (06) :879-933
[7]   A BIOMIMETIC SYNTHESIS OF POLYCYCLIC POLYOXYGENATED AROMATIC-COMPOUNDS VIA POLYKETIDES [J].
YAMAGUCHI, M ;
HASEBE, K ;
MINAMI, T .
TETRAHEDRON LETTERS, 1986, 27 (21) :2401-2404
[8]   METABOLIC PRODUCTS OF MICROORGANISM .172. ISOLATION OF THE ANTIBIOTIC SEMI-VIOXANTHIN FROM PENICILLIUM CITREO-VIRIDE AND SYNTHESIS OF XANTHOMEGNIN [J].
ZEECK, A ;
RUSS, P ;
LAATSCH, H ;
LOEFFLER, W ;
WEHRLE, H ;
ZAHNER, H ;
HOLST, H .
CHEMISCHE BERICHTE-RECUEIL, 1979, 112 (03) :957-978