Propargyloxycarbonyl (Poc) as a protective group for the hydroxyl function in carbohydrate synthesis

Sridhar, Perali Ramu ; Chandrasekaran, S. (2002) Propargyloxycarbonyl (Poc) as a protective group for the hydroxyl function in carbohydrate synthesis Organic Letters, 4 (26). pp. 4731-4733. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol027220x

Related URL: http://dx.doi.org/10.1021/ol027220x

Abstract

The propargyloxycarbonyl (Poc) group can be used for the selective protection of the hydroxyl function in carbohydrates and can be removed under neutral conditions using tetrathiomolybdate MoS42- (1) in CH3CN at room temperature. Under the conditions of deprotection benzylidine acetals, benzyl ethers, acetyl and levulinoyl esters, and allyl and benzyl carbonates are left untouched. It has also been shown that the new protective group (Poc) is compatible with acidic, basic, and also glycosylation conditions.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:7187
Deposited On:25 Oct 2010 12:19
Last Modified:28 May 2011 11:24

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