An efficient synthesis of the cyclic form of scalemic 2,4-di-epi-polyoxamic acid exploiting the hetero Diels-Alder approach

被引:12
作者
Bandini, E
Martelli, G
Spunta, G
Bongini, A
Panunzio, M
Piersanti, G
机构
[1] DIPARTIMENTO CHIM G CIAMICIAN,I-40126 BOLOGNA,ITALY
[2] CNR,ICOCEA,I-40129 BOLOGNA,ITALY
关键词
D O I
10.1016/S0957-4166(97)00530-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An efficient synthesis of the lactonic derivative of 2,4-di-epi- polyoxamic acid, in high enantiomeric purity, through a hetero Diels-Alder approach, is reported. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3717 / 3718
页数:2
相关论文
共 22 条
[1]  
BARDINI E, 1996, SYNLETT, P1017
[2]  
BARLUENGA J, 1990, SYNLETT, P129
[3]  
Bednarski M.D., 1991, COMPREHENSIVE ORGANI, V2, P661, DOI DOI 10.1016/B978-0-08-052349-1.00044-5
[4]  
Boger D., 1996, CHEMTRACTS ORG CHEM, V9, P149
[5]  
BOGER DL, 1987, HETERODIELS ALDER ME, V47
[6]   TOTAL SYNTHESIS OF (+)-POLYOXIN-J STARTING FROM MYOINOSITOL [J].
CHIDA, N ;
KOIZUMI, K ;
KITADA, Y ;
YOKOYAMA, C ;
OGAWA, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) :111-113
[7]   ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO-ACIDS FROM CARBOHYDRATES AS CHIRAL TEMPLATES [J].
CINTAS, P .
TETRAHEDRON, 1991, 47 (32) :6079-6111
[8]   STEREOCONTROL BY DIETHYLALUMINUM CHLORIDE IN THE ADDITION OF 2-LITHIOFURAN AND N-METHYL-2-LITHIOIMIDAZOLE TO ALPHA-ALKOXY NITRONES - TOTAL SYNTHESIS OF 5-O-CARBAMOYLPOLYOXAMIC ACID [J].
DONDONI, A ;
FRANCO, S ;
MERCHAN, FL ;
MERINO, P ;
TEJERO, T .
TETRAHEDRON LETTERS, 1993, 34 (34) :5479-5482
[9]   Diastereo- and enantioselective Diels-Alder reactions of 2-amino-1,3-dienes [J].
Enders, D ;
Meyer, O .
LIEBIGS ANNALEN, 1996, (07) :1023-1035
[10]   THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAM ANTIBIOTICS .1. APPLICATION OF CHIRAL OXAZOLIDONES IN THE STAUDINGER REACTION [J].
EVANS, DA ;
SJOGREN, EB .
TETRAHEDRON LETTERS, 1985, 26 (32) :3783-3786