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

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

Journal

Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215

Output data

Year: 2007, Volume: 342, Number: 3-4, Pages: 627-630 Pages count : 4 DOI: 10.1016/j.carres.2006.10.009

Authors

Zinin Alexander I. ¹ , Malysheva Nelly N. ¹ , Shpirt Anna M. ¹ , Torgov Vladimir I. ¹ , Kononov Leonid O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 119991 Moscow, Russian Federation

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.

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. V.342. N3-4. P.627-630. DOI: 10.1016/j.carres.2006.10.009 WOS Scopus OpenAlex

Web of science:	WOS:000244548700027
Scopus:	2-s2.0-33846482568
OpenAlex:	W2083382471

DB	Citing
OpenAlex	24
Scopus	23
Web of science	20