BF3·OEt2-Catalyzed Aldol Condensation of Steroid Sapogenins and 2-Oxoacids: A Single Step Conversion of Steroid Spiroketals into Branched α,β-Unsaturated Spirolactones
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Published:2020-04-21
Issue:15
Volume:52
Page:2241-2244
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ISSN:0039-7881
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Container-title:Synthesis
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language:en
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Short-container-title:Synthesis
Author:
Iglesias-Arteaga Martin A.1ORCID,
Hernández-Martínez Juan E.
Affiliation:
1. Facultad de Química, Universidad Nacional Autónoma de México
Abstract
BF3·OEt2-catalyzed aldol reaction of steroid sapogenins with glyoxylic acid or pyruvic acid led to compounds in which the novel spirocyclic side chain bears an α,β-unsaturated lactone. The structures of the new spirolactones were established with the aid of combined 1D and 2D NMR techniques. A plausible mechanism is described.
Funder
Dirección General de Asuntos del Personal Académico, Universidad Nacional Autónoma de México
Consejo Nacional de Ciencia y Tecnología
Universidad Nacional Autónoma de México
Publisher
Georg Thieme Verlag KG
Subject
Organic Chemistry,Catalysis
Cited by
1 articles.
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