53560-16-0Relevant academic research and scientific papers
Electrophilic additions to allenes. IV. Concerning the nature of the ortho-nitro group effect in the reaction of arenesulphenyl chlorides with allenes.
Garratt, Dennis G.,Beaulieu, Pierre L.
, p. 1275 - 1280 (2007/10/02)
The reactions of twelve arenesulphenyl chlorides, five of which contained an ortho-nitro substituent, with ten 1,3-disubstituted allenes, using methylene chloride as solvent, are described.No evidence for a special ortho-nitro group effect involving a spirosulphurane type intermediate is observed.Variations in the chemoselectivity and configurational-selectivity of the additions are interpreted in terms of steric interactions in the product determining transition state.
