Literature DB >> 16388675

p-Siletanylbenzylidene acetal: oxidizable protecting group for diols.

Sarah E House1, Kevin W C Poon, Hubert Lam, Gregory B Dudley.   

Abstract

[reactions: see text] Hydrogen peroxide oxidation of benzylidene acetals (and derivative benzyl ethers) that incorporate a siletane ring at the para position creates a deprotection pathway without affecting other important chemical properties of the benzylidene acetal, such as regioselective reductive ring opening.

Entities:  

Year:  2006        PMID: 16388675     DOI: 10.1021/jo052015r

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


  1 in total

1.  The 4-(tert-butyldiphenylsiloxy)-3-fluorobenzyl group: a new alcohol protecting group, fully orthogonal with the p-methoxybenzyl group and removable under desilylation conditions.

Authors:  David Crich; Linfeng Li; Michio Shirai
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

  1 in total

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