Palladium Catalyzed Asymmetric Allylation of 3‑OBoc-Oxindoles:
An Efficient Synthesis of 3‑Allyl-3-hydroxyoxindoles
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Abstract
3-Allyl-3-hydroxyoxindoles
were synthesized in very good enantio-
(up to 97% ee) and diastereoselectivities (dr up to 7.6:1) with contiguous
quaternary and tertiary stereogenic centers by employing tartrate
derived bi(oxazoline) in Pd-catalyzed allylation of 3-OBoc-oxindole.
Synthetic utility of 3-allyl-3-hydroxyoxindole was demonstrated by
synthesizing a highly substituted spiro(oxindole-3,2′-tetrahydrofuran)
derivative in good yield and stereoselectivity