Organometallic nucleophilic ring-opening of endo peroxides

MK Schwaebe, RD Little

Index: Schwaebe, Michael K.; Little, R. Daniel Tetrahedron Letters, 1996 , vol. 37, # 37 p. 6635 - 6638

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Citation Number: 23

Abstract

The reaction of symmetrical and unsymmetrical endo peroxides with organometallic reagents affords hydroxy ethers. Primary, secondary, vinyl and aryl groups can be transferred with alkyllithium and Grignard reagents providing the best yields, organozincates, moderate. This demonstrates a new reactivity pattern for endoperoxides and provides a novel method for the formation of a variety of useful building blocks.