Tetrahedron

The intramolecular Morita–Baylis–Hillman-type alkylation reaction

JW Cran, ME Krafft, KA Seibert, TFN Haxell, JA Wright…

Index: Cran, John W.; Krafft, Marie E.; Seibert, Kimberly A.; Haxell, Thomas F.N.; Wright, James A.; Hirosawa, Chitaru; Abboud, Khalil A. Tetrahedron, 2011 , vol. 67, # 51 p. 9922 - 9943

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Citation Number: 9

Abstract

From the initial development of a homologous Morita–Baylis–Hillman reaction utilizing epoxides as electrophiles, the method was expanded to enable the exclusively organocatalyzed intramolecular allylation of enones and to develop the intramolecular MBH- type alkylation of activated alkenes. We successfully utilized both enones and unsaturated thioesters as the activated alkene component. This work, carried out using stoichiometric ...

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