Reactions of metallated 1,3-dithianes with carboxylic acid derivatives
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 269-275
- https://doi.org/10.1039/p19880000269
Abstract
2-Lithio-1,3-dithianeand2-lithio-2-trimethylsilyl-l,3-dithianereactwithnitrilestoaffordprimaryaminoketene dithioacetals in good yields; these compounds exhibit marked ambident nucleophilicity. Use of other carboxylic acid derivatives as electrophiles normally produces acyl dithianes, however 2-lithio-2-trimethylsilyl-1,3-dithiane reacts with benzoyl cyanide to give a cyanoketene dithioacetal.Keywords
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