Heterocycles p. 687 - 695 (2012)
Update date:2022-08-03
Topics:
Lo, Hong-Jay
Chang, Yuan-Kang
Lin, Feng-Yi
Yan, Tu-Hsin
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.
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