A Facile Preparation of Tetrasubstituted Arylalkenes Catalyzed by p‐Toluenesulfonic Acid Monohydrate (p‐TsOH⋅H2O): Application in the Synthesis of the Intermediate of Tamoxifen

Author:

Sutani Tomohiro1,Kimura Nagisa1,Nakata Kenya1ORCID

Affiliation:

1. Department of Chemistry Graduate School of Natural Science and Technology Shimane University 1060 Nishikawatsu Matsue Shimane 690-8504 Japan

Abstract

AbstractAn efficient synthesis of tetrasubstituted arylalkenes was readily achieved by the reaction of α‐(tert‐butyl)benzylic alcohols using p‐toluenensulfonic acid monohydrate as a Brønsted acid. A broad range of substrates was applicable for the reaction in good yield with high regioselectivity. The key intermediate in the synthesis of tamoxifen was produced using the present method as an example, and a plausible reaction mechanism was proposed by examining the reaction intermediates.

Publisher

Wiley

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