An uncatalyzed aldol reaction of thiazolidinediones

Paladhi, Sushovan ; Chauhan, Ajay ; Dhara, Kalyan ; Tiwari, Ashwani Kumar ; Dash, Jyotirmayee (2012) An uncatalyzed aldol reaction of thiazolidinediones Green Chemistry, 14 (11). p. 2990. ISSN 1463-9262

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Official URL: http://doi.org/10.1039/C2GC35819K

Related URL: http://dx.doi.org/10.1039/C2GC35819K

Abstract

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.

Item Type:Article
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ID Code:126568
Deposited On:17 Oct 2022 05:49
Last Modified:17 Oct 2022 05:49

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