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Org Lett. 2005 Feb 17;7(4):629-31. doi: 10.1021/ol0476220.

Directed ortho Metalation reaction of aryl O-carbamates on solid support.

Organic letters

Claire Milburn, Robert R Milburn, Victor Snieckus

Affiliations

  1. Department of Chemistry, Queen's University, Kingston, Ontario, Canada K7L 3N6.

PMID: 15704911 DOI: 10.1021/ol0476220

Abstract

The first Directed ortho Metalation (DoM) reaction of aryl O-carbamates on polystyrene-divinylbenzene (PS-DVB) resin using a trityl linker is described. Using low temperatures and short metalation times, a range of electrophiles have been introduced to give, after cleavage from support, substituted benzyl alcohols in high purity. [reaction: see text]

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