Asymmetric synthesis of unsaturated α-benzyloxyaldehydes: an enantioselective synthesis of (+)-exo-brevicomin

Prasad, Kavirayani R. ; Anbarasan, Pazhamalai (2005) Asymmetric synthesis of unsaturated α-benzyloxyaldehydes: an enantioselective synthesis of (+)-exo-brevicomin Tetrahedron: Asymmetry, 16 (24). pp. 3951-3953. ISSN 0957-4166

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetasy.2005.10.035

Abstract

Enantioselective synthesis of α-hydroxy aldehydes with an alkene tether was accomplished from L-(+)-tartaric acid, employing stereoselective reduction of a 1,4-diketone with L-selectride as the key step. Synthetic utility of these aldehydes was demonstrated in the synthesis of pine beetle pheromone (+)-exo-brevicomin.

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ID Code:105905
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