Issue 44, 2020
From the journal:

Chemical Communications

Consecutive borylcupration/C–C coupling of γ-alkenyl aldehydes towards diastereoselective 2-(borylmethyl)cycloalkanols†‡

Ricardo J. Maza, ORCID logo a   Jordi Royes,a   Jorge J. Carbó ORCID logo *a  and  Elena Fernández ORCID logo *a  

* Corresponding authors

a Dept Química Física I Inorgànica, Universidad Rovira i Virgili, Tarragona, Spain
E-mail: j.carbo@urv.cat

Abstract

Copper(I) catalyzes the borylative cyclization of γ-alkenyl aldehydes through chemo- and regioselective addition of Cu–B to C[double bond, length as m-dash]C and concomitant intramolecular 1,2-addition of Cu–C on C[double bond, length as m-dash]O. The products are formed in an exclusive diastereoselective manner and computational analysis identifies the key points for the observed chemo- and diastereoselectivity.

Graphical abstract: Consecutive borylcupration/C–C coupling of γ-alkenyl aldehydes towards diastereoselective 2-(borylmethyl)cycloalkanols

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Article information

DOI
https://doi.org/10.1039/D0CC02263B
Article type
Communication
Submitted
30 Mar 2020
Accepted
13 Apr 2020
First published
13 Apr 2020

Chem. Commun., 2020,56, 5973-5976

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Consecutive borylcupration/C–C coupling of γ-alkenyl aldehydes towards diastereoselective 2-(borylmethyl)cycloalkanols

R. J. Maza, J. Royes, J. J. Carbó and E. Fernández, Chem. Commun., 2020, 56, 5973 DOI: 10.1039/D0CC02263B

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