title: Palladium catalyzed asymmetric allylation of 3-OBoc-oxindoles: an efficient synthesis of 3-allyl-3-hydroxyoxindoles.
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.
authors: Laboratory of Chemical Biology, Department of Biotechnology, Bhupat and Jyothi Mehta School of Biosciences, Indian Institute of Technology Madras , Chennai-600036, India.
authors: Samydurai
authors: S
authors: Jayakumar
authors: Nandarapu
authors: N
authors: Kumarswamyreddy
authors: Muthuraj
authors: M
authors: Prakash
authors: Venkitasamy
authors: V
authors: Kesavan