Gopinath, Rangam ; Patel, Bhisma K. (2000) Tetrabutylammonium Tribromide (TBATB)−MeOH: An efficient chemoselective reagent for the cleavage of Tert-Butyldimethylsilyl (TBDMS) ethers Organic Letters, 2 (26). pp. 4177-4180. ISSN 1523-7060
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Official URL: https://pubs.acs.org/doi/abs/10.1021/ol006720s
Related URL: http://dx.doi.org/10.1021/ol006720s
Abstract
TBDMS, THP and DMT ethers are efficiently deprotected with tetrabutylammonium tribromide in methanol. The apparent order of stability of different protecting group is phenolic TBDMS > 1° OTBDPS > 2° OTBDMS > 2° OTHP > 1° OTHP > 1° OTBDMS > 1° ODMT. TBDMS ether has been cleaved selectively in the presence of isopropylidine, Bn, Ac, Bz, THP and TBDPS groups. This method is high yielding, fast, clean, safe, cost-effective and therefore most suitable for practical organic synthesis.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 113974 |
| Deposited On: | 02 May 2018 04:51 |
| Last Modified: | 02 May 2018 04:51 |
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