Brønsted Acid-Mediated Stereoselective Cascade Construction of Functionalized Tetrahydropyrans from 2-(Arylmethylene)cyclopropylcarbinols and Aldehydes
Guo-Qiang Tian and Min Shi*
*State Key Laboratory of Organometallic Chenistry, Shanghai
Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road,
Shanghai, China, 200032, Email: mshi
mail.sioc.ac.cn
G.-Q. Tian, M. Shi, Org. Lett., 2007, 9, 2405-2408.
DOI: 10.1021/ol0709026 (free Supporting Information)
Abstract
2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.
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proposed mechanism
Key Words
Tetrahydropyrans, Prins Reaction
ID: J54-Y2007-1910
