Chiral 2,2‘-Bipyridine-Type <i>N</i>-Monoxides as Organocatalysts in the Enantioselective Allylation of Aldehydes with Allyltrichlorosilane

2002179 citationsJournal Article

Authors

Andrei V. Malkov · Chalmers University of Technology

Monica Orsini · Chalmers University of Technology

Daniele Pernazza · Chalmers University of Technology

K.W. Muir · Chalmers University of Technology

Vratislav Langer · Chalmers University of Technology

Premji Meghani · Chalmers University of Technology

Pavel Kočovský

Abstract

[reaction: see text] The Sakurai-Hosomi-type allylation of aromatic and heteroaromatic aldehydes can be catalyzed by the new heterobidenate bipyridine monoxide PINDOX with high enantioselectivities. The sterochemical outcome is mainly controlled by the axial chirality in PINDOX, which in turn is determined by the annulated terpene units.

Topics & Keywords

Asymmetric Synthesis and Catalysis Synthetic Organic Chemistry Methods Chemical Synthesis and Reactions

Publication Details

Published in: Organic Letters

Volume 4, Issue 6, pp. 1047-1049

DOI: 10.1021/ol025654m

Field-Weighted Citation Impact: 9.71

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Chiral 2,2‘-Bipyridine-Type <i>N</i>-Monoxides as Organocatalysts in the Enantioselective Allylation of Aldehydes with Allyltrichlorosilane

Authors

Abstract

Topics & Keywords

Publication Details