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

被引：62

作者：

DONDONI, A ^{[1
]}

FRANCO, S ^{[1
]}

MERCHAN, FL ^{[1
]}

MERINO, P ^{[1
]}

TEJERO, T ^{[1
]}

机构：

[1] UNIV ZARAGOZA,CSIC,ICMA,DEPT QUIM ORGAN,ZARAGOZA,SPAIN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 34期

关键词：

FURAN; IMIDAZOLE; NITRONES; ALPHA-AMINO-BETA-HYDROXY ACIDS; POLYOXAMIC ACID;

D O I：

10.1016/S0040-4039(00)73939-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of the title metalated heterocycles 1 to the nitrone 2 derived from D-glyceraldehyde acetonide leads to the corresponding syn-adducts as major products (ds 88-96 %) while the reaction in the presence of Et2AlCl leads to anti isomers (ds 79-95 %); the synthesis of 5-O-carbamoylpolyoxamic acid from 4-O-benzyl-2,3-O-isopropylidene-L-threose via the nitrone-furan adduct is described

引用

页码：5479 / 5482

页数：4

共 23 条

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