203070-92-2Relevant academic research and scientific papers
Synthesis of 2,5-disubstituted 3-(phenylsulfonyl)pyrrolidines via 5-endo-trig cyclisation reactions
Craig, Donald,Jones, Philip S.,Rowlands, Gareth J.
, p. 1423 - 1425 (2007/10/03)
Reaction of lithiated (phenylsulfonyl)methane with enantiomerically pure N-diphenylphosphinylaziridines gives adducts 4, which may be acylated at the sulfone α-position by further lithiation and reaction with non-enolisable acid chlorides, giving ketones 5. Reduction followed by acetylation gives substrates 6, which undergo elimination and 5-endo-trig cyclisation to give 2,5-disubstituted 3-(phenylsulfonyl)pyrrolidines 7 in high yields and with excellent stereoselectivities. Some further reactions of the pyrrolidines are described.
