Stereodivergent Mannosylation Using 2- O-( ortho-Tosylamido)benzyl Group.

Org Lett

Synthetic Cellular Chemistry Laboratory , RIKEN , 2-1 Hirosawa , Wako , Saitama 351-0198 , Japan.

Published: August 2018

We report a novel strategy for obtaining both anomers from a single mannosyl donor equipped with a C2- o-TsNHbenzyl ether (2- O-TAB) by switching reaction conditions. In particular, the formation of various β-mannosides was achieved with high selectivity by using a mannosyl phosphite in the presence of ZnI.

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http://dx.doi.org/10.1021/acs.orglett.8b01979DOI Listing

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