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

页码：16795 / 16801

页数：7

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