Carbonylation approaches to oxygen heterocyclic compounds

被引:8
作者
Campi, EM [1 ]
Eriksson, LK [1 ]
Guy, ST [1 ]
Jackson, WR [1 ]
Perlmutter, P [1 ]
机构
[1] Monash Univ, Dept Chem, Clayton, Vic 3168, Australia
基金
澳大利亚研究理事会;
关键词
carbonylation; hydroformylation; rhodium; oxygen heterocycles; carbohydrate; ciguatoxin;
D O I
10.1016/S1381-1169(98)00392-6
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Reactions of 3-(3',4',6'-tri-O-benzyl-beta-D-glucopyranosyl)propene with H-2/CO in the presence of rhodium catalysts can give high yields of a linear aldehyde which can be further modified to give fused 6,7-oxygen heterocyclic compounds. These are useful as intermediates in the synthesis of cyclic polyethers, e.g., the marine toxin, ciguatoxin CTX1. Almost complete regioselectivity for the linear aldehyde was obtained using the bulky bidentate diphosphite ligand, BIPHEPHOS. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:243 / 252
页数:10
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