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- Asymmetric synthesis of chiral sulfoxides and sulfinimines by using N-sulfinylsultam
Oppolzer, W.; Froelich, O.; Wiaux-Zamar, C.; Bernardinelli, G.
Tetrahedron Lett. 1997, 38, 2825-2828
Bornane-10,2-sultam 1 is stereoselectively converted by DMAP-assisted sulfinylation to diastereomerically pure (2R)-N-[(R)-p-tolylsulfinyl]-bornane-10,2-sultam 2 in 77% yield. The crystalline sulfinylating agent 2 reacts with a variety of nucleophiles to afford sulfoxides 3 and sulfinimines 5 in excellent yields and enantioselectivities.
DOI : 10.1016/S0040-4039(97)00472-3
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