Stereoselective construction of X-azabicyclo [m. 2.1] alkanes by [3+ 2]-cycloaddition of non-stabilized cyclic azomethine ylides: synthesis of enantiopure constrained …

G Pandey, JK Laha, G Lakshmaiah

Index: Pandey, Ganesh; Laha, Joydev K; Lakshmaiah Tetrahedron, 2002 , vol. 58, # 18 p. 3525 - 3534

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Citation Number: 43

Abstract

A new and general strategy for the stereoselective construction of X-azabicyclo [m. 2.1] alkanes has been developed by the [3+ 2]-cycloaddition of cyclic azomethine ylides with suitable achiral dipolarophiles. The cyclic azomethine ylides, where the whole of the ylide conjugation is in the ring, have been generated by the sequential double desilylation of the N-alkyl-α, α′-bis (trimethylsilyl) cyclic amines utilizing Ag (I) F as one electron oxidant. ...