Synthetic studies directed towards epothilone A:: Enantioselective synthesis of a C7-C15 carboxaldehyde segment

被引：24
|
作者：
Bijoy, P
Avery, MA [1 ]
机构：
[1] Univ Mississippi, Sch Pharm, Dept Med Chem, University, MS 38677 USA
[2] Univ Mississippi, Natl Ctr Dev Nat Prod, University, MS 38677 USA
[3] Univ Mississippi, Dept Chem, University, MS 38677 USA
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 3-4期
关键词：
D O I：
10.1016/S0040-4039(97)10527-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective syntheses of a protected C-7-C-15 fragment of epothilone A is reported in ten manipulations in good overall yield. An alkynyl-aluminum induced opening of a chiral epoxide followed by reordering of functionality furnished the iodide 18. Chain elongation with N-propionyl-1S-(-)-2,10-camphorsultam 19 afforded the elaborated acylsultam 20 which was reduced and reoxidized to furnish a protected chiral aldehyde 6 suitable for aldol condensation, representing the C-7-C-15 portion of epothilone A. (C) 1997 Elsevier Science Ltd. All rights reserved.
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页码：209 / 212
页数：4
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