Literature DB >> 21986770

A mild and efficient method for the selective deprotection of silyl ethers using KF in the presence of tetraethylene glycol.

Hailong Yan1, Joong-Suk Oh, Choong Eui Song.   

Abstract

A mild and efficient protocol for the deprotection of silyl ethers using KF in tetraethylene glycol is reported. A wide range of alcoholic silyl ethers can be selectively cleaved in high yield in the presence of certain acid- and base-labile functional groups. Moreover, the phenolic silyl ethers were cleaved exclusively, without affecting the alcoholic silyl ethers, at room temperature.

Entities:  

Year:  2011        PMID: 21986770     DOI: 10.1039/c1ob06300f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  KHF2, a mild and selective desilylating agent for phenol t-butyldimethylsilyl (TBDMS) ethers.

Authors:  Mahesh K Lakshman; Fatou A Tine; Tashrique A Khandaker; Vikram Basava; Nana B Agyemang; Michael S A Benavidez; Marikone Gaši; Lisa Guerrera; Barbara Zajc
Journal:  Synlett       Date:  2016-11-17       Impact factor: 2.454

2.  Parts-per-million level loading organocatalysed enantioselective silylation of alcohols.

Authors:  Sang Yeon Park; Ji-Woong Lee; Choong Eui Song
Journal:  Nat Commun       Date:  2015-06-18       Impact factor: 14.919

3.  Efficient syntheses of (-)-crinine and (-)-aspidospermidine, and the formal synthesis of (-)-minfiensine by enantioselective intramolecular dearomative cyclization.

Authors:  Kang Du; He Yang; Pan Guo; Liang Feng; Guangqing Xu; Qinghai Zhou; Lung Wa Chung; Wenjun Tang
Journal:  Chem Sci       Date:  2017-07-03       Impact factor: 9.825

  3 in total

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