Highly stereoselective reactions of carbanions of dithiabicyclo [3.1. 0] hexane derivatives
R Okazaki, M Ooka, T Akiyama, N Inamoto…
Index: Okazaki,R.; O-Oka,M.; Akiyama,T. Journal of the American Chemical Society, 1987 , vol. 109, p. 5413
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Citation Number: 7
Abstract
Abstract: Reactions of lithium derivaties of 7, 9-dithiatricyclo [4.3. 1. 01, 6] deca-2, 4-diene (3) and 1, 5-dimethyI-2, 4-dithiabicy-cl0 [3. lO] hexane (4) with electrophiles (E) such as DCI, carbon dioxide, benzaldehyde, and alkyl halides resulted in the exclusive formation of products having E at the trans position (Le., anti side to the cyclopropane ring) as judged by'H NMR, suggesting the selectivity of ca. 50: l. Lithiation followed by methylation of the ...
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