Tetrahedron Letters p. 5843 - 5846 (1997)
Update date:2022-08-03
Topics:
Florio, Saverio
Capriati, Vito
Russo, Vincenzo
Lithiation of 2-(chloroethyl)benzothiazole 1a gives (benzothiazolylchloroethyl)lithium 1b. The reaction of 1b with ketones in the presence of (-)-sparteine leads to chlorohydrins 2a-c that cyclize to epoxides 3a-c, enantioselectively, the enantiomeric enrichment being dependent upon the solvent, the lithiating agent, the reaction time. The reaction with aldehydes furnishes chlorohydrins 2d-g and then epoxides 3d-g diastereo- and enantioselectively.
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Doi:10.1055/s-1997-1277
(1997)Doi:10.1021/jo970712g
(1997)Doi:10.1016/S0040-4039(97)01523-2
(1997)Doi:10.1016/S0040-4020(97)00783-7
(1997)Doi:10.1002/hlca.19670500302
(1967)Doi:10.1021/om970478k
(1997)
