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Cobalt(diamine)-catalyzed Cross-Coupling Reaction of Alkyl Halides With Arylmagnesium Reagents: Stereoselective Constructions of Arylated Asymmetric Carbons and Application to Total Synthesis of AH13205

Cobalt(diamine)-catalyzed Cross-Coupling Reaction of Alkyl Halides With Arylmagnesium Reagents: Stereoselective Constructions of Arylated Asymmetric Carbons and Application to Total Synthesis of AH13205

Hirohisa Ohmiya, Hideki Yorimitsu, Koichiro Oshima

J Am Chem Soc. 2006 Feb 15;128(6):1886-9.

PMID: 16464089

Abstract:

A cobalt-diamine complex catalyzes the cross-coupling reactions of primary and secondary alkyl halides with aryl Grignard reagents. It is confirmed that oxidative addition of alkyl halide to cobalt proceeds via a radical process. Optically pure Ueno-Stork halo acetals undergo diastereoselective cross-coupling reactions, the products of which are transformed into optically active THF derivatives. A sequential radical cyclization/arylation reaction under cobalt catalysis provides extremely short access to a synthetic prostaglandin AH13205.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP148436639	AH13205		148436-63-9	Price

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