Literature DB >> 27714224

Modular access to vicinally functionalized allylic (thio)morpholinonates and piperidinonates by substrate-controlled annulation of 1,3-azadienes with hexacyclic anhydrides.

Hannah Braunstein1, Spencer Langevin1, Monique Khim1, Jonathan Adamson1, Katie Hovenkotter1, Lindsey Kotlarz1, Brandon Mansker1, Timothy K Beng1.   

Abstract

A modular substrate-controlled hexannulation of inherently promiscuous 1,3-azadienes with hexacyclic anhydrides, which affords versatile vicinally functionalized allylic lactams, in high yields, regio- and stereoselectivities is described.

Entities:  

Year:  2016        PMID： 27714224     DOI： 10.1039/c6ob01526c

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


  5 in total

1.  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

2.  Enantiomeric Resolution and Absolute Configuration of a Chiral δ-Lactam, Useful Intermediate for the Synthesis of Bioactive Compounds.

Authors:  Roberta Listro; Giacomo Rossino; Serena Della Volpe; Rita Stabile; Massimo Boiocchi; Lorenzo Malavasi; Daniela Rossi; Simona Collina
Journal:  Molecules       Date:  2020-12-19       Impact factor: 4.411

3.  Leveraging the 1,3-azadiene-anhydride reaction for the synthesis of functionalized piperidines bearing up to five contiguous stereocenters.

Authors:  Jorge Garcia; Jane Eichwald; Jayme Zesiger; Timothy K Beng
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 3.361

4.  Transition metal-free domino acyl substitution/Michael addition of alkenyl Grignard reagents to lactam esters: synthesis of lactam-bearing homoallylic ketones.

Authors:  Abdikani Omar Farah; Muhannad Rabah; Timothy K Beng
Journal:  RSC Adv       Date:  2020-06-11       Impact factor: 3.361

5.  Modular synthesis and transition metal-free alkynylation/alkenylation of Castagnoli-Cushman-derived N,O- and N,S-heterocyclic vinyl chlorides.

Authors:  Timothy K Beng; Abdikani Omar Farah; Victoria Shearer
Journal:  RSC Adv       Date:  2020-10-07       Impact factor: 4.036
  5 in total

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