An uncatalyzed aldol reaction of thiazolidinediones
摘要：
Thiazolidinediones have been used as aldol donors with aromatic aldehydes "on water" and in DMSO without using any catalyst to give the corresponding β-hydroxy carbonyl compounds in high yield and purity. The p-cyano and p-nitro substituted aldol products undergo syn/anti isomerization via an enolization mechanism providing an "on water" diastereoselectivity switch. Water molecules play a significant role in stabilizing the syn aldol products of pyridine and thiazole containing aldehydes.
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关键词：
N-isocyaniminotriphenylphosphorane furfural carboxylic acid 1,3,4-oxadiazole aza-Wittig reaction secondary amine
DOI：
10.1039/C2GC35819K
被引量：
年份：
2012
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