Jump to main content
Jump to site search

Issue 18, 2020, Issue in Progress
Previous Article Next Article

Smart regioselectivity towards mono 6-hydroxyl α-cyclodextrin amphiphilic derivatives

Author affiliations

Abstract

Following the trend of eco-friendly development, a smart regioselective modification is described herein, for mono 6-hydroxyl and penta-alkyl coexistence on the primary face of α-cyclodextrins with no additional catalysis or no enzyme process, just via the adjustment of the ratio of alkali to alkylation agent, with good yields. The novel procedure minimized the tedious protection, deprotection steps and provided useful intermediates for further cutting edge research. Thus, the scope of green and economical access is extended from penta-pentenyl substitution to C4–C6 alkyl group substitution. It was speculated that the mechanism might be controlled by the concentration of alkali in the system and the steric effects of the electrophilic reagent RBr.

Graphical abstract: Smart regioselectivity towards mono 6-hydroxyl α-cyclodextrin amphiphilic derivatives

Back to tab navigation

Supplementary files

Article information


Submitted
11 Jan 2020
Accepted
10 Feb 2020
First published
13 Mar 2020

This article is Open Access

RSC Adv., 2020,10, 10695-10702
Article type
Paper

Smart regioselectivity towards mono 6-hydroxyl α-cyclodextrin amphiphilic derivatives

Y. Cui, Y. Mao, J. Mao and Y. Zhang, RSC Adv., 2020, 10, 10695 DOI: 10.1039/D0RA00299B

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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

Search articles by author

Spotlight

Advertisements