Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes

Costa, M. Rute G. da; Curto, Maria João Marcelo; Davies, Stephen G.; Teixeira, Fatima; Thomson, James E.

http://hdl.handle.net/10400.9/3117

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Authors

Costa, M. Rute G. da

Curto, Maria João Marcelo

Davies, Stephen G.

Teixeira, Fatima

Thomson, James E.

Abstract(s)

ABSTRACT: The use of O-methyl-N-(alpha-methylbenzyl)hydroxylamine as a novel chiral auxiliary in asymmetric ortho-deprotonation of the (eta(6)-arene) chromium tricarbonyl complexes is described. Upon quenching of the resultant ortho-lithiated complex with an electrophile, 1,2-disubstituted (eta(6)-arene) chromium tricarbonyl complexes were obtained in good yield and excellent levels of diastereoselectivity.

Keywords

Asymmetric synthesis Hydroxylamines Catalysis Organic chemistry

URI

http://hdl.handle.net/10400.9/3117

Citation

Costa, M. Rute G. da; Curto, M. João M.; Davies, Stephen G... [et.al.] - Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes. In: Tetrahedron, 2018, Vol. 74, p. 5965-5973