Selective Synthesis of Partially Protected d-Talopyranosides and d-Gulopyranosides via Catalytic Asymmetric Dihydroxylation: Multiplier Effects of Substrate Control and Catalyst Control
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- 作者：Yoichi Namito ; Kyosuke Michigami ; Takaaki Nagahashi ; Ryosuke Matsubara ; Masahiko Hayashi
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：December 2, 2016
- 年：2016
- 卷：18
- 期：23
- 页码：6058-6061
- 全文大小：341K
- ISSN：1523-7052
文摘
Highly selective syntheses of d-talopyranosides and d-gulopyranosides have been achieved by utilizing the multiplier effects of substrate control and catalyst control. Through the combination of an O-benzoyl-protected substrate and the AD-mix-β system, the d-talopyranoside was obtained in a ratio of 96:4. In contrast, the d-gulopyranoside was obtained in a ratio of 3:97 through the use of an O-tert-butyldimethylsilyl-protected substrate and AD-mix-α.