Merging Organocatalysis with an Indium(III)‐Mediated Process: A Stereoselective α‐Alkylation of Aldehydes with Allylic Alcohols | Zendy

Capdevila Montse Guiteras | Zendy; Benfatti Fides | Zendy; Zoli Luca | Zendy; Stenta Marco | Zendy; Cozzi Pier Giorgio | Zendy

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Merging Organocatalysis with an Indium(III)‐Mediated Process: A Stereoselective α‐Alkylation of Aldehydes with Allylic Alcohols

Author(s) -

Capdevila Montse Guiteras,

Benfatti Fides,

Zoli Luca,

Stenta Marco,

Cozzi Pier Giorgio

Publication year - 2010

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.201001693

Subject(s) - stereoselectivity , organocatalysis , allylic rearrangement , alkylation , indium , chemistry , organic chemistry , process (computing) , catalysis , combinatorial chemistry , enantioselective synthesis , computer science , programming language

Curiosity killed the CAT…ions! The use of stabilized cationic intermediates can be considered as a new frontier in the development of stereoselective reactions. An organocatalytic procedure mediated by the MacMillan imidazolidinone catalyst was coupled with an InBr 3 ‐mediated process for the development of a novel stereoselective allylation reaction of aldehydes. Up to 98 % ee and up to 5:1 d.r. were obtained in the process.

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