Synthesis of Chiral α‑Diarylacetic Esters by Stereospecific 1,2-Aryl Migration Promoted by in Situ Generated Acetals from Benzoins

A simple protocol for the synthesis of α-diarylacetic esters from benzoins is described. In situ generated acetal assists rapid 1,2-aryl migration in a stereospecific manner, paving the way to make enantioenriched α-diarylacetic esters from easily accessible enantiopure benzoins.

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Bibliographische Detailangaben
Veröffentlicht in:	Organic letters 2014-03, Vol.16 (5), p.1278-1281
Hauptverfasser:	Kothapalli, Raveendra Babu, Niddana, Ramana, Balamurugan, Rengarajan
Format:	Artikel
Sprache:	eng
Schlagworte:	Acetals - chemistry Acetates - chemical synthesis Acetates - chemistry Benzoin - chemistry Combinatorial Chemistry Techniques Esters Ketones - chemical synthesis Ketones - chemistry Molecular Structure Stereoisomerism
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Beschreibung
Zusammenfassung:	A simple protocol for the synthesis of α-diarylacetic esters from benzoins is described. In situ generated acetal assists rapid 1,2-aryl migration in a stereospecific manner, paving the way to make enantioenriched α-diarylacetic esters from easily accessible enantiopure benzoins.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol500292c