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Updated: Aug 8, 2026
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis of optically active constrained 2-substituted norstatines: a straightforward application of Seebach's "SRS"
Arturo Battaglia1, Andrea Guerrini, Carlo Bertucci
1Istituto CNR per la Sintesi Organica e Fotoreattività I.S.O.F., Area della Ricerca di Bologna, via P. Gobetti 101, 40129 Bologna, Italy. battaglia@isof.cnr.it
Abstract:
A straightforward two-step methodology of synthesis of optically active (2R)-substituted norstatines via addition of N-tert-butoxycarbonyl-substituted aldimines to (2S)-chiral enolates of 1,3-dioxolan-4-ones has been developed. In particular, the use of the natural (2S)-malic acid is examined for the synthesis of potential GABAergic spirocyclic gamma-lactams.
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