November 26, 2024, 09:39:34 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Deprotection of a carboxylate ester in presence of a boronic ester?  (Read 2747 times)

0 Members and 1 Guest are viewing this topic.

Offline teiwaz

  • New Member
  • **
  • Posts: 4
  • Mole Snacks: +1/-0
Deprotection of a carboxylate ester in presence of a boronic ester?
« on: December 21, 2016, 06:39:07 PM »
hi all,

a short question: is it possible to deprotect a carboxylic ester (ethyl ester) in presence of a boronic ester (pinacol ester)? I would like to keep the boronic ester due to cloumn chromatography as a possible purification method but i have kind of no experiences with boronic esters and how fast they get hydrolyzed with NaOH/LiOH.

thx
Logged

Offline phth

  • Chemist
  • Full Member
  • *
  • Posts: 528
  • Mole Snacks: +39/-4
Re: Deprotection of a carboxylate ester in presence of a boronic ester?
« Reply #1 on: December 22, 2016, 12:05:59 AM »
Is it possible to use SciFinder?
Logged

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2299
  • Mole Snacks: +154/-10
Re: Deprotection of a carboxylate ester in presence of a boronic ester?
« Reply #2 on: December 22, 2016, 09:04:20 AM »
I think boronic esters are more sensitive to base than carboxylic esters but i have no hands on experience.
Logged

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Deprotection of a carboxylate ester in presence of a boronic ester?
« Reply #3 on: December 22, 2016, 09:18:35 AM »
Possibly helpful (I haven't read it): http://pubs.acs.org/doi/abs/10.1021/jo400617j
Logged
My research: Google Scholar and Researchgate
Pages: [1]   Go Up
« previous next »
Sponsored Links