Cobalt‐Catalyzed Addition Reaction of Organoboronic Acids with Aldehydes: Highly Enantioselective Synthesis of Diarylmethanols | Zendy

Karthikeyan Jaganathan | Zendy; Jeganmohan Masilamani | Zendy; Cheng ChienHong | Zendy

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Cobalt‐Catalyzed Addition Reaction of Organoboronic Acids with Aldehydes: Highly Enantioselective Synthesis of Diarylmethanols

Author(s) -

Karthikeyan Jaganathan,

Jeganmohan Masilamani,

Cheng ChienHong

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.201001160

Subject(s) - enantioselective synthesis , enantiomer , enantiomeric excess , catalysis , chemistry , ligand (biochemistry) , pentane , cobalt , combinatorial chemistry , organic chemistry , medicinal chemistry , biochemistry , receptor

Predicted outcomes : The addition reaction of organoboronic acids with aldehydes in the presence of K 2 CO 3 catalyzed by CoI 2 /( R , R )‐BDPP gives chiral secondary alcohols in excellent yields with 90–99 % enantiomeric excess (see scheme; ( R , R )‐BDPP=(2 R ,4 R )‐(+)‐2,4‐bis(diphenylphosphino)pentane). This method provides an alternative to prepare an R and S enantiomeric pair by using the same chiral ligand and allows the stereochemical outcome of the reaction to be predicted.

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