
Tetrahedron Letters p. 2825 - 2828 (1997)
Update date:2022-08-04
Topics:
Oppolzer, Wolfgang
Froelich, Olivier
Wiaux-Zamar, Chantal
Bernardinelli, Gerald
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.
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Doi:10.1021/jo01032a048
(1964)Doi:10.1016/S0040-4020(01)01148-6
(2002)Doi:10.1016/S0040-4020(97)00322-0
(1997)Doi:10.1016/S0040-4039(01)89490-9
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(1997)Doi:10.1021/jacs.6b13263
(2017)