@article{d60415712ee3436295964ba746ee6121,
title = "Comparing of endocyclic and exocyclic cleavage reactions using mycothiol synthesis as an example",
abstract = "Glycosides can be cleaved in either an exo- or endocyclic fashion. Specifically, the former pathway is used during conventional glycosylation; whereas the latter pathway has not been the subject of attention. Endocyclic cleavage reaction enable the anomerization of β-glycosides to α-glycosides. Herein, we compared the efficacies of endo- and exocyclic cleavage reactions during the synthesis of mycothiol, a potential drug development target for tuberculosis treatment, in terms of selectivity and product yield. In addition, the direct resolution of benzyl-protected inositol by a highly stereoselective glycosylation reaction was investigated.",
keywords = "Anomerization, Cyclitols, Glycosides, Glycosylation, Mycothiol",
author = "Shino Manabe and Yukishige Ito",
note = "Funding Information: S. M. was supported by a Grant-in-Aid for Scientific Research (C) (Grant No. 24590041) from the Japan Society for Promotion of Science, Yamada Science Foundation, Takeda Science Foundation, and A-STEP from JST. S. M. thanks Dr. Kaori Otsuki, Dr. Masaya Usui, and Dr. Aya Abe of the Research Resource Center at the Brain Science Center, RIKEN for help with HRMS measurements, and Ms. Akemi Takahashi for technical assistance. Funding Information: S. M. was supported by a Grant-in-Aid for Scientific Research (C) (Grant No. 24590041 ) from the Japan Society for Promotion of Science , Yamada Science Foundation , Takeda Science Foundation , and A-STEP from JST. S. M. thanks Dr. Kaori Otsuki, Dr. Masaya Usui, and Dr. Aya Abe of the Research Resource Center at the Brain Science Center, RIKEN for help with HRMS measurements, and Ms. Akemi Takahashi for technical assistance. Appendix A Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",
year = "2018",
month = may,
day = "17",
doi = "10.1016/j.tet.2018.03.069",
language = "English",
volume = "74",
pages = "2440--2446",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "20",
}
