A C2-symmetric pool based synthesis of the furanoside of hygromycin A

Article abstract of DOI:10.3987/COM-12-S(N)19

The readily available and inexpensive D-tartaric acid serves as the chiral building block for synthesis of the furanoside of hygromycin A. Key to our successes in the asymmetric synthesis of the furanose segment was the melding of several key reactions, such as the successful application of the monosilylation of C₂-symmetric diol, diastereocontrolled di(2-propenyl)zinc addition to the aldehyde, and TMSCl-MeOH promoted desilylation, acetal-cleavage, and intramolecular esterification in one-step.

Full text of DOI:10.3987/COM-12-S(N)19

Supporting Information
A C2-Symmetric Pool Based Synthesis of the Furanoside of Hygromycin A
Hong-Jay Lo, Yuan-Kang Chang, Feng-Yi Lin and Tu-Hsin Yan*
Department of Chemistry, National Chung-Hsing University, Taichung 400, Taiwan, Republic of China
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