TMSI-promoted diastereoselective synthesis of 5-(1'-hydroxy)-γ-butyrolactones

Sabitha, Gowravaram ; Nagendra Prasad, M. ; Yadav, J. S. (2011) TMSI-promoted diastereoselective synthesis of 5-(1'-hydroxy)-γ-butyrolactones Synthetic Communications, 41 (15). pp. 2290-2295. ISSN 0039-7911

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Official URL: http://www.tandfonline.com/doi/abs/10.1080/0039791...

Related URL: http://dx.doi.org/10.1080/00397911.2010.502985

Abstract

Trimethylsilyl iodide (TMSI) was found to be an efficient catalyst for the vinylogous Mukaiyama aldol reaction of 2-(trimethylsilyloxy)furan with various aldehydes with good diastereoselection. The reaction proceeds rapidly in CH2Cl2 affording the corresponding 5-(hydroxy(aryl)methyl)furan-2(5H)-ones in good yields. This method offers significant advantages such as efficiency, generality, and mild reaction conditions with shorter reaction time.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
Keywords:Aldehydes; Butyrolactones; Diastereoselection; TMSI; TMSOF
ID Code:62714
Deposited On:24 Sep 2011 05:02
Last Modified:24 Sep 2011 05:02

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