Copper, Boron and Vinyl Epoxides: from 1,4-Diols to Cyclopropylboronates

Authors

  • Luis Nóvoa Organic Chemistry Department, Institute for Advanced Research in Chemical Sciences (IAdChem), C/ Francisco Tomás y Valiente 7, Universidad Autónoma de Madrid, 28049 Madrid, Spain
  • Laura Trulli Organic Chemistry Department, Institute for Advanced Research in Chemical Sciences (IAdChem), C/ Francisco Tomás y Valiente 7, Universidad Autónoma de Madrid, 28049 Madrid, Spain
  • Alejandro Parra Organic Chemistry Department, Institute for Advanced Research in Chemical Sciences (IAdChem), C/ Francisco Tomás y Valiente 7, Universidad Autónoma de Madrid, 28049 Madrid, Spain
  • Mariola Tortosa Organic Chemistry Department, Institute for Advanced Research in Chemical Sciences (IAdChem), C/ Francisco Tomás y Valiente 7, Universidad Autónoma de Madrid, 28049 Madrid, Spain;, Email: mariola.tortosa@uam.es

DOI:

https://doi.org/10.2533/chimia.2020.852

PMID:

33243319

Keywords:

Boron, Copper catalysis, Cyclopropanes, Stereoselective synthesis, Vinyl epoxides

Abstract

Herein we describe the reactivity found between vinyl epoxides and catalytically generated copper-boryl complexes. By tuning the substituents of the alkene and/or the reaction conditions, 1,4-diols, allylic alcohols or cyclopropylboronates can be prepared. The stereochemical information of the vinyl epoxide is transferred to the products with high levels of stereocontrol.
CHIMIA Vol. 74 No. 11(2020): Innovative Tools in Organic / Organometallic Chemistry

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Published

2020-11-25

Issue

Vol. 74 No. 11 (2020): Innovative Tools in Organic / Organometallic Chemistry

Section

Scientific Articles

License

Copyright (c) 2020 Luis Nóvoa, Laura Trulli, Alejandro Parra, Mariola Tortosa

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
L. Nóvoa, L. Trulli, A. Parra, M. Tortosa, Chimia 2020, 74, 852, DOI: 10.2533/chimia.2020.852.