α,β‐Unsaturated δ‐Lactones from Copper‐Catalyzed Asymmetric Vinylogous Mukaiyama Reactions of Aldehydes: Scope and Mechanistic Insights | Zendy

BazánTejeda Belén | Zendy; Bluet Guillaume | Zendy; Broustal Garance | Zendy; Campagne JeanMarc | Zendy

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α,β‐Unsaturated δ‐Lactones from Copper‐Catalyzed Asymmetric Vinylogous Mukaiyama Reactions of Aldehydes: Scope and Mechanistic Insights

Author(s) -

BazánTejeda Belén,

Bluet Guillaume,

Broustal Garance,

Campagne JeanMarc

Publication year - 2006

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200600335

Subject(s) - scope (computer science) , chemistry , aldehyde , catalysis , reactivity (psychology) , copper , silylation , organic chemistry , medicine , alternative medicine , pathology , computer science , programming language

A direct regio‐, diastereo‐, and enantiocontrolled access to α,β‐unsaturated δ‐lactones is described, based on the reaction of a silyl dienolate and an aldehyde in the presence of 10 % of Carreira's catalyst. The scope and limitations of this reaction, as well as mechanistic insights concerning the reactivity of an allyl copper species, are discussed.

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