Efficient enantioselective total synthesis of arabino-phytosphingosine

被引:11
作者
Jung, DY [1 ]
Kang, S [1 ]
Chang, SB [1 ]
Kim, YH [1 ]
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem, Ctr Mol Design & Synth, Taejon 305701, South Korea
关键词
amino alcohol; enantioselective synthesis; total synthesis; sphingolipids; Claisen rearrangement;
D O I
10.1055/s-2005-872242
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective total synthesis of arabino-phytosphingosine has been achieved in 8 steps employing Claisen rearrangement and Fleming-Tamao oxidation as key steps. Installation of all chiral centers present in arabino-phytosphingosine was achieved through the use of asymmetric catalysis. This synthesis provides one of the most efficient routes to prepare 2-amino- 1,3,4-triol moiety.
引用
收藏
页码:2183 / 2186
页数:4
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