Literature DB >> 15704987

tert-Buyldiphenylsilylethyl ("TBDPSE"): a practical protecting group for phenols.

Brian S Gerstenberger1, Joseph P Konopelski.   

Abstract

[reaction: see text] A new protection group for phenols, the 2-(tert-butyldiphenylsilyl)ethyl (TBDPSE) group, has been prepared and investigated. Protection of a variety of substituted phenols proceeds in good to excellent yield. The group is stable to mild acid, base, hydrogenolysis conditions, and lithium/halogen exchange on the protected phenol. Removal is achieved with strong acid or standard fluoride treatment.

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Year:  2005        PMID: 15704987     DOI: 10.1021/jo048192u

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Synthesis of many different types of organic small molecules using one automated process.

Authors:  Junqi Li; Steven G Ballmer; Eric P Gillis; Seiko Fujii; Michael J Schmidt; Andrea M E Palazzolo; Jonathan W Lehmann; Greg F Morehouse; Martin D Burke
Journal:  Science       Date:  2015-03-13       Impact factor: 47.728

  1 in total

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