DIBAL-H mediated triple and quadruple debenzylations of perbenzylated cyclodextrins

Girish K. Rawal; Shikha Rani; Sandra Ward; Chang-Chun Ling

doi:10.1039/B915450G

skip RSC | ChemSpider | Feedback

Home > Journals > Organic & Biomolecular ... > DIBAL-H mediated triple...

Authors & Referees | Librarians

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Organic & Biomolecular Chemistry

Issue 1, 2010

More about this Journal
Editorial Board
Submit an Article

Follow Journal | |

Journal Home | RSC Journals

Paper

Previous Article | Next Article

DIBAL-H mediated triple and quadruple debenzylations of perbenzylated cyclodextrins

Girish K. Rawal , Shikha Rani , Sandra Ward and Chang-Chun Ling

Org. Biomol. Chem., 2010, 8, 171-180

DOI: 10.1039/B915450G
Received 29 Jul 2009, Accepted 30 Sep 2009
First published on the web 12 Nov 2009

Please wait while Download options loads

Request Permissions

Abstract
Cited by
Compounds
Related Content

Diisobutylaluminium hydride (DIBAL-H) mediated reductive removal of benzyl groups was investigated for perbenzylated α-, β- and γ-cyclodextrins using DIBAL-H in hexane as the reagent. It was found that under the new conditions, the debenzylation can be better controlled to provide sequentially tri- and tetra-debenzylated products in moderate yields and in a regioselective manner. In the case of α-cyclodextrin, the removal of the third and fourth benzyl groups took a different path involving the secondary rim, compared to β- and γ-cyclodextrins which both gave only 6-O-debenzylated products.

This may take some time to load.

Supplementary Info

¹H and ¹³C NMR data of synthesized compounds
PDF (5177K)

Terms & Conditions|Privacy |Accessibility|ACAP Enabled

Organic & Biomolecular Chemistry

DIBAL-H mediated triple and quadruple debenzylations of perbenzylated cyclodextrins

Log in (Free Access)

Log in (Subscriber Access)

Supplementary Info

Articles By