Tetrahedron

Ring expansion of 5-to 6-member zirconacycles by carbenoid insertion

S Dixon, SM Fillery, A Kasatkin, D Norton, E Thomas…

Index: Dixon, Sally; Fillery, Shaun M.; Kasatkin, Aleksandra; Norton, David; Thomas, Emma; Whitby, Richard J. Tetrahedron, 2004 , vol. 60, # 6 p. 1401 - 1416

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Citation Number: 26

Abstract

A wide range of carbenoids (1-lithio-1-halo species), including those with α-SiR3, OEt, SPh, SO2Ph, P (O)(OEt) 2, and CN substituents, insert into 5-member zirconacycles (saturated and unsaturated, mono-and bi-cyclic) to afford functionalized 6-member zirconacycles. 1- Lithio-1-haloalkenes insert to afford 6-member zirconacycles with an alkylidene substituent next to the metal. Unexpected double insertion of some carbenoids, and evidence for ...