A Direct Synthesis of Oxazoles from Aldehydes

被引：62
作者：
Graham, Thomas H. [1 ]
机构：
[1] Merck & Co Inc, Merck Res Labs, Rahway, NJ 07065 USA
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 16期
关键词：
NATURAL-PRODUCT HENNOXAZOLE; RING-CHAIN TAUTOMERISM; HYDROXY-ALPHA-AMINO; PEPTIDE ANTIBIOTICS; AROMATIC-ALDEHYDES; MITSUNOBU REACTION; TRIFLUORIDE DAST; N-OXIDES; EFFICIENT; 2-OXAZOLINES;
D O I：
10.1021/ol101346w
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An expedient method for the direct conversion of aldehydes to 2,4-disubstituted oxazoles is presented. The method relies on the oxidation of an oxazolidine formed from the condensation of serine with an aldehyde and proceeds through a 2,5-dihydrooxazole intermediate. In contrast to standard methods that start from carboxylic acids, the use of aldehydes as starting materials does not require intermediate purification and affords the oxazoles under relatively mild conditions.
引用
收藏
页码：3614 / 3617
页数：4
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