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Letter

Brønsted Acid-Mediated Stereoselective Cascade Construction of Functionalized Tetrahydropyrans from 2-(Arylmethylene)cyclopropylcarbinols and Aldehydes

Supporting Info

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

Org. Lett., 2007, 9 (12), pp 2405–2408

DOI: 10.1021/ol0709026

Publication Date (Web): May 16, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, mshi@mail.sioc.ac.cn

Abstract

(E)- and (Z)-2-(Arylmethylene)cyclopropylcarbinols 1 could be converted to the corresponding tetrahydropyrans 2 and 3 stereoselectively in the presence of Brønsted acids MsOH or TsOH under mild conditions. A plausible Prins-type reaction mechanism has been proposed.

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Published In Issue June 07, 2007
Received April 20, 2007

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Letter

Brønsted Acid-Mediated Stereoselective Cascade Construction of Functionalized Tetrahydropyrans from 2-(Arylmethylene)cyclopropylcarbinols and Aldehydes

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Total Synthesis of (−)-Acutumine

Crossed Intermolecular [2+2] Cycloadditions of Acyclic Enones via Visible Light Photocatalysis

A General and Efficient Catalyst System for a Wacker-Type Oxidation Using TBHP as the Terminal Oxidant: Application to Classically Challenging Substrates

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