Polyhydroxylated pyrrolizidines. Part 1: Short and highly stereocontrolled syntheses of hyacinthacines

被引:42
作者
Izquierdo, I [1 ]
Plaza, MT [1 ]
Robles, R [1 ]
Franco, F [1 ]
机构
[1] Univ Granada, Dept Organ Chem, Fac Pharm, E-18071 Granada, Spain
关键词
D O I
10.1016/S0957-4166(01)00440-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two short and highly stereocontrolled syntheses for 7a-epi-hyacinthacine A(2) (7-deoxyalexine) 3 and 5,7a-diepihyacinthacine A(3) 4 are, respectively, reported herein. An appropriately protected polyhydroxypyrrolidine. (2R,3R,4R,5S)-3,4-dibenzyloxy-N-benzyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine 5, readily available from D-fructose, was chosen as the chiral starting material. (C) 2001 Elsevier Science Ltd. All rights reserved.
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收藏
页码:2481 / 2487
页数:7
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