208646-28-0Relevant academic research and scientific papers
Stereoelectronic effects in sulfonyl compounds: Axial orientation of an N-methyl group in a six-membered sultam
King, James Frederick,Yuyitung, Gay,Gill, Manjinder Singh,Stewart, Jeffrey Charles,Payne, Nicholas Charles
, p. 164 - 170 (2007/10/03)
The trans form of octahydro-1-methyl-1H-2,1-benzothiazine 2,2-dioxide, in whieh a six-membered sultam unit is trans-fused to cyclohexane, has been synthesized. The single-crystal X-ray structure shows the molecule to have the N-methyl group in the axial orientation. The generalized anomeric effect believed to be responsible for the axial preference is estimated at ≥2 kcal mol 1.
