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Camphorsultam
Camphorsultam, also known as bornanesultam, is a crystalline solid primarily used as a chiral auxiliary in the synthesis of other chemicals with a specific desired stereoselectivity. Camphorsultam is commercially available in both enantiomers of its ''exo'' forms: (1''R'')-(+)-2,10-camphorsultam and (1''S'')-(−)-2,10-camphorsultam.
==Synthesis==
Camphorsultam is synthesized by reduction of camphorsulfonylimine. This reaction was originally performed as a catalytic hydrogenation using Raney Nickel,〔 but the modern preparation instead uses lithium aluminium hydride for the reduction. These reductive methods are stereoselective: although both the ''endo'' and ''exo'' diastereomeric forms are theoretically possible, only the ''exo'' isomer is actually produced due to steric effects of one of the methyl groups. Camphorsultam is often referred to as ''Oppolzer's sultam'' in reference to Wolfgang Oppolzer and colleagues, who developed the lithium aluminium hydride approach to this compound and pioneered its use in asymmetric synthesis.〔 Oppolzer, Wolfgang."Camphor as a natural source of chirality in asymmetric synthesis".Pure & Appl. Chem.,Vol. 62, No. 7, pp. 1241-1250, (1990).()〕〔http://www.columbia.edu/cu/chemistry/groups/synth-lit/cir/2007_07_27-Shengping-Oppolzer3.pdf〕
抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』
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