Synthesis 2021; 53(19): 3535-3544
DOI: 10.1055/a-1493-6670
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Aza-Peterson Olefinations: Rapid Synthesis of (E)-Alkenes

Thomas K. Britten
,
Ashley J. Basson
,
Dean D. Roberts
,
We thank Manchester Metropolitan University (MMU) for startup funding. T.K.B. thanks MMU for Strategic Opportunities Funding. M.G.M. thanks MMU, Royal Society of Chemistry and Medical Research Council for funding.


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Abstract

An aza-Peterson olefination methodology to access 1,3-dienes and stilbene derivatives from the corresponding allyl- or benzyltrimethylsilane is described. Silanes can be deprotonated using Schlosser’s base and added to N-phenyl imines or ketones to directly give the desired products in high yields.

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Publication History

Received: 31 March 2021

Accepted after revision: 28 April 2021

Accepted Manuscript online:
28 April 2021

Article published online:
25 May 2021

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