FUNCTIONALIZED NITROALKANES IN ORGANIC-SYNTHESIS - THE FIRST CONCISE PREPARATION OF 4-HYDROXYHEPTADECAN-7-ONE AND 14-HYDROXYOCTADECAN-8-ONE, 2 NEW HYDROXY KETONES ISOLATED FROM CHIOCOCCA-ALBA

被引：16

作者：

BALLINI, R

BOSICA, G

RAFAIANI, G

机构：

[1] Dipartimento di Scienze Chimiche dell'Università, Camerino, I-62032

来源：

HELVETICA CHIMICA ACTA | 1995年 / 78卷 / 04期

关键词：

D O I：

10.1002/hlca.19950780409

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The 4-hydroxyheptadecan-7-one (1) and 14-hydroxyoctadecan-8-one (2), two new hydroxyketones isolated from leaves of Chiococca alba, were synthesized, for the first time, by hydroxy-functionalized nitroalkanes 4 and 9, respectively, via two chemoselective key steps: i) nitroaldol condensation with basic alumina, and ii) direct Nef conversion of nitroalkenes to carbonyl derivatives with sodium hypophosphite, in order to preserve the OH group.

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页码：879 / 882

页数：4

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