Synthesis of a polymer-supported oxazolidine aldehyde for asymmetric chemistry

被引：36

作者：

Wills, AJ ^{[1
]}

Krishnan-Ghosh, Y ^{[1
]}

Balasubramanian, S ^{[1
]}

机构：

[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 19期

关键词：

D O I：

10.1021/jo0203239

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An expedient synthesis of the polymer-supported aldehyde 3, as a Garner aldehyde equivalent, is described. Oxazolidine 3 may be obtained through preformation of aldehyde linker 4 in solution and loaded onto amine-terminating resin under peptide-coupling conditions, or alternatively via oxidation of polymer-bound alcohol 14. The integrity of the serine-derived stereocenter is maintained through all steps of the synthesis.

引用

收藏

页码：6646 / 6652

页数：7

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