Stereoselective synthesis of Jaspine B and its C2 epimer from Garner aldehyde

被引：24
|
作者：
Jana, Amit Kumar [1 ]
Panda, Gautam [1 ]
机构：
[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
来源：
RSC ADVANCES | 2013年 / 3卷 / 37期
关键词：
D-LYXO-PHYTOSPHINGOSINE; CYTOTOXIC ANHYDROPHYTOSPHINGOSINE; ASYMMETRIC-SYNTHESIS; BICYCLIC GUANIDINES; MARINE SPONGE; PACHASTRISSAMINE; ACID; IODOETHERIFICATION; IODOCYCLIZATION; TETRAHYDROFURANS;
D O I：
10.1039/c3ra41778f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two different stereoselective routes for the synthesis of Jaspine B and its C2 epimer are presented here, starting from easily available Garner aldehyde. The key synthetic steps involved iodocyclization, organocuprate addition, HWE olefination, regioselective alpha-tosylation and cross metathesis reaction. This is the first report to synthesize Jaspine B involving iodocyclization.
引用
收藏
页码：16795 / 16801
页数：7
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