Issue 45, 2017

XtalFluor-E® mediated proto-functionalization of N-vinyl amides: access to N-acetyl N,O-acetals

Abstract

XtalFluor-E® has been extensively used in a broad range of reactions in the past few years. Here we report its use with protic nucleophiles in a catalytic manner for the in situ generation of protons that lead to the proto-functionalization of activated olefins. Utilizing the latter protocol, proto etherification of enamides gives rise to N,O-acetals in nearly quantitative yields.

Graphical abstract: XtalFluor-E® mediated proto-functionalization of N-vinyl amides: access to N-acetyl N,O-acetals

Supplementary files

Article information

Article type
Communication
Submitted
12 Sep 2017
Accepted
02 Oct 2017
First published
24 Oct 2017

Org. Biomol. Chem., 2017,15, 9570-9574

XtalFluor-E® mediated proto-functionalization of N-vinyl amides: access to N-acetyl N,O-acetals

Y. Yi, H. Gholami, M. G. Morrow and B. Borhan, Org. Biomol. Chem., 2017, 15, 9570 DOI: 10.1039/C7OB02283B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements