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Synthesis of β-Hydroxy α-Sulfanyl Esters by Using Nanocrystalline Magnesium Oxide

✍ Scribed by Koosam Mahendar; A. V. S. Sarma; P. Raghavaiah; Mannepalli Lakshmi Kantam; Kenneth J. Klabunde

Publisher
John Wiley and Sons
Year
2011
Tongue
German
Weight
308 KB
Volume
94
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Aldol‐type reaction between electron deficient aldehydes and sulfonium salts to afford the corresponding β‐hydroxy α‐sulfanyl esters in moderate‐to‐good yields by using nanocrystalline MgO is described. The sulfanyl group is a useful group for further transformations in organic synthesis. Low R~f~__‐__value isomer is anti‐configured as revealed by X‐ray diffraction study and consistent with the assignment of ^1^H‐NMR spectrum.

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## Abstract Nanocrystalline MgO is an effective catalyst for the Mannich‐type reaction of alkyl, aryl, and heterocyclic N‐sulfonyl aldimines with sulfonium salts to afford the title compounds with moderate diastereoselectivities.