Building blocks for glycopeptide synthesis: Preparation of alpha-O-fucosylated Fmoc serine and threonine in one step from L-fucose tetraacetate

被引：20

作者：

Elofsson, M ^{[1
]}

Roy, S ^{[1
]}

Salvador, LA ^{[1
]}

Kihlberg, J ^{[1
]}

机构：

[1] LUND UNIV,LUND INST TECHNOL,CTR CHEM & CHEM ENGN,S-22100 LUND,SWEDEN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 42期

关键词：

D O I：

10.1016/0040-4039(96)01702-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Building blocks with O-acetylated fucose alpha-glycosidically linked to serine and threonine have been prepared (in 44 and 35% yields, respectively) by glycosylation of Fmoc-Ser/Thr-OH with L-fucose tetraacetate under boron trifluoride etherate promotion. Initially, the corresponding beta-glycosides were formed as products but these rearranged to the more stable alpha-glycosides under the influence of the promoter. Copyright (C) 1996 Elsevier Science Ltd

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页码：7645 / 7648

页数：4

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