Literature DB >> 26091188

Addition of Trifluoroborates to Oxetanyl N,O-Acetals: Entry into Spiro and Fused Saturated Heterocycles.

Patrick B Brady1, Erick M Carreira1.   

Abstract

N,O-Acetals derived from 3-oxetanone and 1,2-amino alcohols undergo addition reactions with alkynyl-, allyl-, allenyl-, and vinylpotassium trifluoroborates. The resulting products undergo cyclization by orthogonal activation of the oxetane and the alkyne to give a diverse set of spiro and fused heterocycles.

Entities:  

Year:  2015        PMID： 26091188     DOI： 10.1021/acs.orglett.5b01607

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis.

Authors:  Courtney A Smith; Stephen E Motika; Lukasz Wojtas; Xiaodong Shi
Journal:  Chem Commun (Camb)       Date:  2017-02-16       Impact factor: 6.222

2.  Substitution of fluorine in M[C6F5BF3] with organolithium compounds: distinctions between O- and N-nucleophiles.

Authors:  Anton Yu Shabalin; Nicolay Yu Adonin; Vadim V Bardin
Journal:  Beilstein J Org Chem       Date:  2017-04-12       Impact factor: 2.883

3.  Cycloaddition Strategies for the Synthesis of Diverse Heterocyclic Spirocycles for Fragment-Based Drug Discovery.

Authors:  Thomas A King; Hannah L Stewart; Kim T Mortensen; Andrew J P North; Hannah F Sore; David R Spring
Journal:  European J Org Chem       Date:  2019-07-29

4.  Metal-Free C-H Borylation of N-Heteroarenes by Boron Trifluoride.

Authors:  Vladimir Iashin; Dénes Berta; Konstantin Chernichenko; Martin Nieger; Karina Moslova; Imre Pápai; Timo Repo
Journal:  Chemistry       Date:  2020-09-29       Impact factor: 5.236
  4 in total

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