Efficient Stereoselective Syntheses of Constrained Glutamates via Michael??Induced Ring Closing Reactions

C Schmidt, U Kazmaier

Index: Schmidt, Christian; Kazmaier, Uli European Journal of Organic Chemistry, 2008 , # 5 p. 887 - 894

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Citation Number: 12

Abstract

Abstract Zn-chelated glycine ester enolates are highly efficient nucleophiles for the synthesis of conformationally constrained glutamates via domino sequences of Michael additions and subsequent ring closures (MIRC). This protocol allows the generation of 3–6-membered ring systems in high yields and excellent diastereoselectivities. Depending on the reaction conditions either carbocyclic or heterocyclic ring systems are obtained.(© Wiley-VCH ...