The asymmetric copper-catalyzed alkynylation reactions of pyrazole 4,5-diones in the presence of hydroxyl oxazoline ligand, which was derived from low cost, easily accessible chloramphenicol base (ANP), were achieved. The notable...
The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin‐4,5‐diones and isatins have been developed. In the presence of morpholine‐containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.
The organocatalytic asymmetric Morita–Baylis–Hillman
(MBH) reaction of isatin derivatives with various vinyl sulfones is
disclosed. Chiral sulfone-containing 3-hydroxyoxindoles were produced
in good to high yields and with good to high ee’s. This report
displays an unprecedented example to apply activated alkenes with
sulfone moiety other than carbonyl groups in asymmetric MBH reactions
and provides an efficient strategy to incorporate the sulfone functional
group for the synthesis of chiral 3-hydroxyoxindoles.
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