Tetrahedron letters

Synthesis of (S, S)-3-prolylazetidin-2-one: A key component in the synthesis of an HIV gp120 constrained immunogen

MN Qabar, M Kahn

Index: Qabar, Maher N.; Kahn, Michael Tetrahedron Letters, 1996 , vol. 37, # 7 p. 965 - 968

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Citation Number: 11

Abstract

The title compound (2) was synthesized in 5 steps from D-serine. In the absence of protection of the carboxyl group, the β-lactam nucleus underwent a facile rearrangement to provide the undesired diazabicyclo [4.3. 0] nonane compound, under acidic or basic conditions.

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