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Palladium catalyzed asymmetric allylation of 3-OBoc-Oxindoles: An efficient synthesis of 3-Allyl-3-hydroxyoxindoles
Samydurai Jayakumar, Nandarapu Kumarswamyreddy, Muthuraj Prakash,
Published in American Chemical Society
Volume: 17
Issue: 5
Pages: 1066 - 1069
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. © 2015 American Chemical Society.
About the journal
JournalData powered by TypesetOrganic Letters
PublisherData powered by TypesetAmerican Chemical Society
Open AccessNo