HBF4·OEt2 as a versatile reagent for the Hosomi-Sakurai allylation and Prins cyclization: one-pot synthesis of symmetrical 4-fluorotetrahydropyrans

Yadav, J. S. ; Subba Reddy, B. V. ; Anusha, B. ; Subba Reddy, U. V. ; Bhadra Reddy, V. V. (2010) HBF4·OEt2 as a versatile reagent for the Hosomi-Sakurai allylation and Prins cyclization: one-pot synthesis of symmetrical 4-fluorotetrahydropyrans Tetrahedron Letters, 51 (21). pp. 2872-2874. 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.2010.03.082

Abstract

The synthesis of symmetrical 2,6-disubstituted 4-fluorotetrahydropyran derivatives has been achieved using HBF4·OEt2 via a tandem allylation and Prins cyclization. This is a highly efficient and diastereoselective approach for the preparation of 4-fluorotetrahydropyrans in a single step. The use of readily available and easy to handle reagent HBF4·OEt2 makes this method simple, convenient and practical.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Prins Cyclization; Allyltrimethylsilane; HBF4·OEt2; 4-fluorotetrahydropyrans; Diastereoselective
ID Code:58824
Deposited On:02 Sep 2011 03:40
Last Modified:02 Sep 2011 03:40

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