TMSOTf??Promoted Addition of Alkynes to Aldehydes: A Novel Synthesis of Chroman??4??ones

…, H Choo, JK Lee, SJ Min, AN Pae, Y Kim…

Index: Ji, Yeon Park; Ullapu, Punna Reddy; Choo, Hyunah; Jae, Kyun Lee; Min, Sun-Joon; Ae, Nim Pae; Kim, Youseung; Baek, Du-Jong; Yong, Seo Cho European Journal of Organic Chemistry, 2008 , # 32 p. 5461 - 5469

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Citation Number: 17

Abstract

Abstract A novel synthetic method to prepare chalcones 2 and chroman-4-ones 3 by TMSOTf-promoted addition of alkynes 1 to various aldehydes has been developed. The ratios of chalcones 2, chroman-4-ones 3 and hydrated products 4 varied depending upon the substituents R (nBu, phenyl, H and TMS) on the alkynes 1. We also describe the transformation of the chalcones 2 to the corresponding chroman-4-ones 3 under basic ...

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