Aza-Peterson Olefinations: Rapid Synthesis of (E)-Alkenes

Thomas K. Britten, Ashley J. Basson, Dean D. Roberts, Mark G. McLaughlin*

*Department of Natural Sciences, Manchester Metropolitan University, Chester Street, Manchester, M1 5GD, UK, Email: m.mclaughlin3lancaster.ac.uk

T. K. Britten A. J. Basson, D. D. Roberts, M. G. McLaughlin, Synthesis, 2021, 53, 3535-3544.

DOI: 10.1055/a-1493-6670

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Abstract

An aza-Peterson olefination of N-phenyl imines or ketones with allyl- or benzyltrimethylsilane provides 1,3-dienes and stilbene derivatives in high yields. Silanes can be deprotonated using Schlosser's base.

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Key Words

Peterson Olefination, 1,3-dienes, E-alkenes

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ID: J66-Y2021