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Letter

Mild Oxidative One-Pot Allyl Group Cleavage

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Pavel I. Kitov and David R. Bundle*

Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada T6G 2G2

Org. Lett., 2001, 3 (18), pp 2835–2838

DOI: 10.1021/ol016278t

Publication Date (Web): August 11, 2001

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, dave.bundle@ualberta.ca

Abstract

A new one-pot method is described for the removal of O- and N-allyl protecting groups under oxidative conditions at near neutral pH. The allyl group undergoes hydroxylation and subsequent periodate scission of the vicinal diol, followed by repetition of this reaction sequence on the enolic form of the aldehyde intermediate.

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Published In Issue September 06, 2001
Received June 14, 2001
Revised July 26, 2001

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Letter

Mild Oxidative One-Pot Allyl Group Cleavage

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

A Mild Deprotection Strategy for Allyl-Protecting Groups and Its Implications in Sequence Specific Dendrimer Synthesis

Total Synthesis of (−)-Acutumine

Palladium-Catalyzed Deallylation of Allyl Ethers with a Xanthene Phosphole Ligand. Experimental and DFT Mechanistic Studies

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