Synthesis 2013; 45(11): 1519-1523
DOI: 10.1055/s-0033-1338469
paper
© Georg Thieme Verlag Stuttgart · New York

Cleavage of 4,6-O-Benzylidene Acetal Using Sodium Hydrogen Sulfate Monohydrate

Kyosuke Michigami
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035688   Email: mhayashi@kobe-u.ac.jp
,
Manami Terauchi
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035688   Email: mhayashi@kobe-u.ac.jp
,
Masahiko Hayashi*
Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe, 657-8501, Japan   Fax: +81(78)8035688   Email: mhayashi@kobe-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 04 March 2013

Accepted after revision: 29 March 2013

Publication Date:
24 April 2013 (online)


Abstract

The use of protecting groups is an important protocol in carbohydrate synthesis. Among protecting groups, benzylidene acetals­ are generally more stable than other acetals; therefore, strong conditions are often required for deprotection. We report the deprotection of 4,6-O-benzylidene derivatives using sodium hydrogen sulfate monohydrate under mild conditions.

Supporting Information