Bis(o-nitrophenyl)ethanediol:: A practical photolabile protecting group for ketones and aldehydes

被引:49
作者
Blanc, A [1 ]
Bochet, CG [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
关键词
D O I
10.1021/jo026347x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ketals of bis(o-nitrophenyl)ethanediol and ketones or aldehydes are smoothly deprotected in neutral conditions by irradiation with 350 nm light. The chemical stability in basic, acidic, and oxidizing media makes this form of protection orthogonal to classical protecting groups. Both racemic and enantiopure forms are readily available in two steps from inexpensive starting materials.
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页码:1138 / 1141
页数:4
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