Asymmetric Assembly of All‐Carbon Tertiary/Quaternary Nonadjacent Stereocenters through Organocatalytic Conjugate Addition of α‐Cyanoacetates to a Methacrylate Equivalent | Zendy

Iriarte Igor | Zendy; Vera Silvia | Zendy; Badiola Eider | Zendy; Mielgo Antonia | Zendy; Oiarbide Mikel | Zendy; García Jesús M. | Zendy; Odriozola José M. | Zendy; Palomo Claudio | Zendy

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Asymmetric Assembly of All‐Carbon Tertiary/Quaternary Nonadjacent Stereocenters through Organocatalytic Conjugate Addition of α‐Cyanoacetates to a Methacrylate Equivalent

Author(s) -

Iriarte Igor,

Vera Silvia,

Badiola Eider,

Mielgo Antonia,

Oiarbide Mikel,

García Jesús M.,

Odriozola José M.,

Palomo Claudio

Publication year - 2016

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.201603082

Subject(s) - stereocenter , enantioselective synthesis , protonation , conjugate , chemistry , michael reaction , quaternary carbon , methacrylate , carbon fibers , base (topology) , catalysis , combinatorial chemistry , stereochemistry , organic chemistry , materials science , polymer , mathematics , copolymer , ion , mathematical analysis , composite number , composite material

An efficient, highly diastereo‐ and enantioselective assembly of acyclic carbonyl fragments possessing nonadjacent all‐carbon tertiary/quaternary stereoarrays is reported based on a Brønsted base catalyzed Michael addition/α‐protonation sequence involving α‐cyanoacetates and 2,4‐dimethyl‐4‐hydroxypenten‐3‐one as novel methacrylate equivalent.

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