Counterattack mode differential acetylative deprotection of phenylmethyl ethers: applications to solid phase organic reactions

Chakraborti, Asit K. ; Chankeshwara, Sunay V. (2009) Counterattack mode differential acetylative deprotection of phenylmethyl ethers: applications to solid phase organic reactions Journal of Organic Chemistry, 74 (3). pp. 1367-1370. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo801659g

Related URL: http://dx.doi.org/10.1021/jo801659g

Abstract

A counterattack protocol for differential acetylative cleavage of phenylmethyl ether has been developed. The phenylmethyl moiety is liberated as benzyl bromide that is isolated and reused providing advantages in terms of waste minimization/utilization and atom economy. The applicability of this methodology has been extended for solid phase organic reactions with the feasibility of reuse of the solid support.

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