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Highly Stereoselective Synthesis of Spiropyrazolones

✍ Scribed by Andrea-Nekane R. Alba; Alex Zea; Guillem Valero; Teresa Calbet; Merce Font-Bardía; Andrea Mazzanti; Albert Moyano; Ramon Rios

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
648 KB
Volume
2011
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The synthesis of spiro compounds through a Michael–Michael–aldol reaction is reported. The reaction affords spiropyrazolone derivatives in good yields, in almost diastereo‐ and enantiopure form, and is catalyzed by diphenylprolinol derivatives. The reaction showed strong nonlinear effects. Remarkably, when a catalyst with 70 % ee is used, the reaction still affords the final spiro compound in almost diastereo‐ and enantiopure form.

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