Elsevier
Carbohydrate Research
,  volume 342 ,  issue 3-4 ,  pages 627-630

Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals

Publication type: Journal Article
Publication date: 2007-02-01
Elsevier
scimago Q3
wos Q2
SJR: 0.423
CiteScore: 4.0
Impact factor: 2.5
ISSN: 00086215, 1873426X
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
Abstract
Methanesulfonic acid was shown to be an efficient and convenient substitute for ethereal HCl in reductive 4,6-O-benzylidene acetal ring-opening reaction with sodium cyanoborohydride in THF. Normal regioselectivity was observed, the 6-O-benzyl ethers with free 4-OH group being the major products of the reaction.
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GOST Copy
Zinin A. I. et al. Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals // Carbohydrate Research. 2007. Vol. 342. No. 3-4. pp. 627-630.
GOST all authors (up to 50) Copy
Zinin A. I., Malysheva N. N., Shpirt A. M., Torgov V. I., Kononov L. O. Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals // Carbohydrate Research. 2007. Vol. 342. No. 3-4. pp. 627-630.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.carres.2006.10.009
UR - https://doi.org/10.1016/j.carres.2006.10.009
TI - Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals
T2 - Carbohydrate Research
AU - Zinin, Alexander I.
AU - Malysheva, Nelly N
AU - Shpirt, Anna M.
AU - Torgov, Vladimir I
AU - Kononov, Leonid O.
PY - 2007
DA - 2007/02/01
PB - Elsevier
SP - 627-630
IS - 3-4
VL - 342
PMID - 17118348
SN - 0008-6215
SN - 1873-426X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2007_Zinin,
author = {Alexander I. Zinin and Nelly N Malysheva and Anna M. Shpirt and Vladimir I Torgov and Leonid O. Kononov},
title = {Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals},
journal = {Carbohydrate Research},
year = {2007},
volume = {342},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/j.carres.2006.10.009},
number = {3-4},
pages = {627--630},
doi = {10.1016/j.carres.2006.10.009}
}
MLA
Cite this
MLA Copy
Zinin, Alexander I., et al. “Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals.” Carbohydrate Research, vol. 342, no. 3-4, Feb. 2007, pp. 627-630. https://doi.org/10.1016/j.carres.2006.10.009.