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Contemporaneous Dual Catalysis: Aldol Products from Non-Carbonyl Substrates
Journal article   Peer reviewed

Contemporaneous Dual Catalysis: Aldol Products from Non-Carbonyl Substrates

Barry M. Trost and Jacob S. Tracy
Chemistry : a European journal, Vol.21(43), pp.15108-15112
10/19/2015
PMID: 26334442
Web of Science ID: WOS:000363332200006

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Abstract

The aldol reaction represents an important class of atom-economic carbon-carbon bond-forming reactions vital to modern organic synthesis. Despite the attention this reaction has received, issues related to chemo- and regioselectivity as well as reactivity of readily enolizable electrophiles remain. To help overcome these limitations, a new direct approach toward aldol products that does not rely upon carbonyl substrates is described. This approach employs room-temperature contemporaneous lanthanum/vanadium dual catalysis, whereby a vanadium-catalyzed 1,3-transposition of allenols is coupled with a lanthanum-catalyzed Meinwald rearrangement of epoxides in situ to directly form aldol products.

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