Enantioselective Synthesis of Jaspine B (Pachastrissamine) and Its C-2 and/or C-3 Epimers

被引:44
|
作者
Llaveria, Josep [1 ]
Diaz, Yolanda [1 ]
Isabel Matheu, M. [1 ]
Castillon, Sergio [1 ]
机构
[1] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, Fac Quim, Tarragona 43007, Spain
关键词
Natural products; Enantioselectivity; Metathesis; Dihydroxylation; PALLADIUM-CATALYZED DYKAT; D-LYXO-PHYTOSPHINGOSINE; STEREOSELECTIVE-SYNTHESIS; CYTOTOXIC ANHYDROPHYTOSPHINGOSINE; ASYMMETRIC-SYNTHESIS; MARINE SPONGE; 2-EPI-JASPINE-B; SPHINGOSINE; EFFICIENT;
D O I
10.1002/ejoc.201001477
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Jaspine B and its C-2 and/or C3 epimers have been enantio-selectively prepared from butadiene monoepoxide through a synthetic procedure consisting of allylic amination by palla-dium-catalyzed dynamic kinetic asymmetric transformation, cross metathesis, and stereoselective dihydroxylation as key steps.
引用
收藏
页码:1514 / 1519
页数:6
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