title: Development of catalytic deacylative alkylations (DaA) of 3-acyl-2-oxindoles: total synthesis of meso-chimonanthine and related alkaloids.
abstract: We present an effective deacylative alkylation strategy for the construction of a variety of 2-oxindoles bearing an all-carbon quaternary center at the pseudobenzylic position. A wide variety of products with quaternary centers could be accessed by employing simple Pd(0) catalysis under mild reaction conditions. Importantly, the same strategy works equally well for the dimeric 2-oxindole system, furnishing products with a vicinal quaternary center in favour of meso-isomer as the major product. Eventual application to the total syntheses of meso-chimonanthine and meso-folicanthine very well demonstrates the synthetic potential of this strategy.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal - 462 066, Madhya Pradesh, India. alakesh@iiserb.ac.in.
authors.forename: Nivesh
authors.initials: N
authors.lastname: Kumar
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal - 462 066, Madhya Pradesh, India. alakesh@iiserb.ac.in.
authors.forename: Mrinal Kanti
authors.initials: MK
authors.lastname: Das
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal - 462 066, Madhya Pradesh, India. alakesh@iiserb.ac.in.
authors.forename: Santanu
authors.initials: S
authors.lastname: Ghosh
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal - 462 066, Madhya Pradesh, India. alakesh@iiserb.ac.in.
authors.forename: Alakesh
authors.identifier: http://orcid.org/0000-0001-5295-9756
authors.initials: A
authors.lastname: Bisai