Journal
ORGANIC LETTERS
Volume 18, Issue 4, Pages 872-875Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00189
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Funding
- NSFC [21125206, 21572135, 21321061]
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An alpha-regio-, diastereo-, and,enantioselective [3 + 2] annulation reaction of Morita-Baylis-Hillman carbonates of isatins and activated alkenes with a bulky electron withdrawing 1,2-benzoisothiazole 1,1-dioxide or 1,2,3-benzoxathiazine 2,2-dioxide motif is reported, furnishing an array of spirooxindoles (>19:1 dr, up to, >99% ee) catalyzed by cinchona-derived tertiary amines. Density functional theory calculation studies have been conducted to elucidate the originality, of the alpha-regioselective annulations.
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