Double stereodifferentiation in asymmetric dihydroxylation:: application to the first diastereoselective synthesis of L-xylo-[2R,3S,4S]-C18-phytosphingosine

被引：46

作者：

Fernandes, RA ^{[1
]}

Kumar, P ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Technol, Poona 411008, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 52期

关键词：

asymmetric dihydroxylation; double stereodifferentiation; diastereoselective synthesis; sphingolipids; phytosphingosines;

D O I：

10.1016/S0040-4039(00)01851-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first diastereoselective synthesis of L-xylo-(2R,3S 4S)-C-18-phytosphingosine (1) has been achieved by double stereodifferentiation of enantiomerically enriched terminal olefin 14 using (DHQD(2))-PHAL ligand in an asymmetric dihydroxylation with a diastereomeric ratio of 83:17. This phytosphingosine was fully characterized by the physical and spectral data of the corresponding tetraacetate 21. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：10309 / 10312

页数：4

共 16 条

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