Synthesis of 19-fluororetinal and 20-fluororetinal

被引：16

作者：

Groesbeek, M ^{[1
]}

Smith, SO ^{[1
]}

机构：

[1] YALE UNIV,DEPT BIOCHEM & MOL BIOPHYS,NEW HAVEN,CT 06520

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 11期

关键词：

D O I：

10.1021/jo970162m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have investigated methods to monofluorinate the methyl positions 19 and 20 in retinal, and we describe a general, mild strategy that proceeds in high yields and is compatible with current carbon-13 labeling strategies. The new sequence consists of the conversion of N-methoxy-N-methylamides via the alpha-chloromethyl ketone to the corresponding gamma-hydroxy nitrile, which can subsequently be fluorinated by (diethylamido)sulfur trifluoride (DAST).

引用

页码：3638 / 3641

页数：4

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