Sc(OTf)3-catalyzed one-pot ene-Prins cyclization: a novel synthesis of octahydro-2H-chromen-4-ols

Yadav, J. S. ; Subba Reddy, B. V. ; Ganesh, A. V. ; Narayana Kumar, G. G. K. S. (2010) Sc(OTf)3-catalyzed one-pot ene-Prins cyclization: a novel synthesis of octahydro-2H-chromen-4-ols Tetrahedron Letters, 51 (22). pp. 2963-2966. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2010.03.100

Abstract

(R)-Citronellal undergoes initial ene reaction followed by Prins cyclization with aldehydes in the presence of 5 mol % of scandium triflate at ambient temperature to furnish octahydro-2H-chromen-4-ols in good yields and with high cis-selectivity. The use of scandium triflate makes this procedure simple, more convenient, and practical.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Citronellal; Ene-Prins Cyclization; Isopulegol; Aldehydes; Octahydro-2H-chromen-4-ols
ID Code:58801
Deposited On:02 Sep 2011 03:40
Last Modified:02 Sep 2011 03:40

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