Synthesis of C14,15-Dihydro-C22,25-epi North Unit of Cephalostatin 1 via "Red-Ox" Modifications of Hecogenin Acetate

被引：16
作者：
Lee, Seongmin [1 ]
Jamieson, Daniel [1 ]
Fuchs, Philip L. [1 ]
机构：
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 01期
关键词：
SIDE-CHAIN; STEROIDAL ALKALOIDS; RITTERAZINE-B; OXIDATIONS; SUPPORT; OXYFUNCTIONALIZATION; FUNCTIONALIZATION; STEREOCHEMISTRY; TRANSFORMATION; SPIROKETALS;
D O I：
10.1021/ol802122p
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The C14,15-Dihydro-C22,25-epi north unit of cephalostatin 1 has been synthesized in 11 operations from commercially available hecogenin acetate via multiple reductions and oxidations. The key transformations include (i) Cr-VI-catalyzed E-ring opening, (ii) C17 hydroxylation, and (iii) a base-triggered cyclization cascade.
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页码：5 / 8
页数：4
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