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Issue 30, 2013
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Synthetic approach towards trisubstituted methanes and a chiral tertiary α-hydroxyaldehyde, a possible intermediate for tetrasubstituted methanes

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Abstract

A series of trisubstituted methanes containing aryl and heteroaryl rings, as well as a sulfur spacer between the central methano-carbon and benzene ring, is reported. In an approach towards asymmetric tetrasubstituted methane with high enantioselectivity, chiral tertiary α-hydroxyaldehyde has been synthesized through a Sharpless dihydroxylation on a disubstituted olefin, followed by the chemoselective oxidation of the primary alcohol.

Graphical abstract: Synthetic approach towards trisubstituted methanes and a chiral tertiary α-hydroxyaldehyde, a possible intermediate for tetrasubstituted methanes

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Article information


Submitted
16 Apr 2013
Accepted
29 May 2013
First published
29 May 2013

RSC Adv., 2013,3, 12100-12103
Article type
Communication

Synthetic approach towards trisubstituted methanes and a chiral tertiary α-hydroxyaldehyde, a possible intermediate for tetrasubstituted methanes

P. Singh, S. K. Dinda, Shagufta and G. Panda, RSC Adv., 2013, 3, 12100
DOI: 10.1039/C3RA41826J

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