147297-67-4Relevant academic research and scientific papers
Preparation of enantiomerically enriched bromohydrins from [N-(p-tolylsulfonyl)sulfoximino]oxiranes using in situ reduction of α-bromo aldehydes
Bailey, Peter L.,Briggs, Andrew D.,Jackson, Richard F. W.,Pietruszka, Joerg
, p. 3359 - 3363 (2007/10/03)
Treatment of enantiomerically pure [N-(p-tolylsulfonyl)sulfoximino]oxiranes 6 with MgBr2 in the presence of tetrabutylammonium borohydride gives enantiomerically enriched bromohydrins 3, together with small amounts of the primary alcohols 11. The bromohydrins 3 are isolated in good yields with enantiomeric excesses in the range 70% to 91%. This process establishes that α-bromo aldehydes have sufficient configurational stability to be viable synthetic intermediates.
Synthesis and Highly Diastereoselective Nucleophilic Epoxidation of N-(p-Tolylsulfonyl)vinylsulfoximines
Bailey, Peter L.,Clegg, William,Jackson, Richard F. W.,Meth-Cohn, Otto
, p. 343 - 350 (2007/10/02)
N-(p-Tolylsulfonyl)vinylsulfoximines 3 may be prepared in good yield in a one-pot process by reaction of lithiated S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximine with aldehydes, followed by elimination using methanesulfonyl chloride-triethylamine.The vi
