Computational assessments of diastereoselective [4+2] cycloaddition and 1,3-borotopic shift of a dearomatized tertiary boronic ester intermediate: reactivities explained through transition-state distortion energies-Reference-Cited by-同舟云学术

Computational assessments of diastereoselective [4+2] cycloaddition and 1,3-borotopic shift of a dearomatized tertiary boronic ester intermediate: reactivities explained through transition-state distortion energies

Published:2019 Issue:40 Volume:9 Page:23148-23155
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Hussein Aqeel A.¹²³⁴⁵^ORCID,Almalki Faisal A.⁶⁷⁸⁹¹⁰,Alqahtani Alaa M.⁶⁷⁸⁹¹⁰,Shityakov Sergey¹¹¹²¹³¹⁴^ORCID

Affiliation:

1. Faculty of Dentistry

2. University of Al-Ameed

3. Iraq

4. Department of Chemistry

5. University of Southampton

6. Department of Pharmaceutical Chemistry

7. Faculty of Pharmacy

8. Umm Al-Qura University

9. Makkah 21955

10. Saudi Arabia

11. Department of Anesthesia and Critical Care

12. University of Würzburg

13. 97080 Würzburg

14. Germany

Abstract

Interception of dearomatized tertiary boronic ester in a diastereoselective [4+2] cycloaddition or 1,3-borotopic shift in the presence or absence of “naked” Li⁺, understanding reactivities by activation/strain model, were evaluated by DFT calculations.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/RA/C9RA03820E

Reference57 articles.

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4. Stereospecific functionalizations and transformations of secondary and tertiary boronic esters

5. Lithiation–Borylation Methodology and Its Application in Synthesis

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