Issue 0, 1973
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Wittig-type reactions of 2-lithio-2-trimethylsilyl-1,3-dithian and related reactions

Peter F. Jones,   Michael F. Lappert  and  Anne C. Szary  

Abstract

2-Lithio-2-trimethylsilyl-1,3-dithian reacts with carbonyl compounds, R1R2CO, to give alkylidenedithians, [graphic omitted][double bond, length as m-dash]CR1R2(after acidic hydrolysis), potentially valuable synthetic intermediates for C1 homologation (e.g.→ R1R2CH·CHO or R1R2CH·CO2H). In similar reactions, acetyl chloride appears to yield [graphic omitted](SiMe3)·C(:CH2)·OAc, styrene oxide gives [graphic omitted](SiMe3)·CH2·CH(OH)Ph, and cis-[PtCl2(PPh3)2] gives cis-[PtCl{[graphic omitted]}(PPh3)2]. A homologous lithium reagent [graphic omitted]Li·CH2·SiMe3 with benzaldehyde furnishes [graphic omitted](CH2·SiMe3)·CH(OH)Ph.

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Article information

DOI
https://doi.org/10.1039/P19730002272
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 2272-2277

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Wittig-type reactions of 2-lithio-2-trimethylsilyl-1,3-dithian and related reactions

P. F. Jones, M. F. Lappert and A. C. Szary, J. Chem. Soc., Perkin Trans. 1, 1973, 2272 DOI: 10.1039/P19730002272

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