Literature DB >> 30931456

BINOL-derived bifunctional sulfide catalysts for asymmetric synthesis of 3,3-disubstituted phthalides via bromolactonization.

Megumi Okada1, Kazuma Kaneko, Masahiro Yamanaka, Seiji Shirakawa.   

Abstract

An efficient enantioselective synthesis of 3,3-disubstituted phthalides possessing a chiral quaternary carbon center was achieved via catalytic asymmetric bromolactonization that utilized BINOL-derived bifunctional sulfide catalysts. Transformations of the bromo group in optically active phthalide products were also performed to demonstrate the utility of this novel synthetic protocol.

Entities:  

Year:  2019        PMID: 30931456     DOI: 10.1039/c9ob00417c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Enantioselective alkylative cross-coupling of unactivated aromatic C-O electrophiles.

Authors:  Zishuo Zhang; Jintong Zhang; Quan Gao; Yu Zhou; Mingyu Yang; Haiqun Cao; Tingting Sun; Gen Luo; Zhi-Chao Cao
Journal:  Nat Commun       Date:  2022-05-26       Impact factor: 17.694

2.  Stereocontrolled access to δ-lactone-fused-γ-lactams bearing angular benzylic quaternary stereocenters.

Authors:  Timothy K Beng; Morgan J Rodriguez; Claire Borg
Journal:  RSC Adv       Date:  2022-06-14       Impact factor: 4.036

3.  An Entry to Enantioenriched 3,3-Disubstituted Phthalides through Asymmetric Phase-Transfer-Catalyzed γ-Alkylation.

Authors:  Marina Sicignano; Rosaria Schettini; Giovanni Pierri; Maria Leda Marino; Irene Izzo; Francesco De Riccardis; Luca Bernardi; Giorgio Della Sala
Journal:  J Org Chem       Date:  2020-05-27       Impact factor: 4.354

4.  Solvent and catalyst-free bromofunctionalization of olefins using a mechanochemical approach.

Authors:  Jonathan Wong; Ying-Yeung Yeung
Journal:  RSC Adv       Date:  2021-04-12       Impact factor: 3.361

  4 in total

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