Stereoselective Synthesis of D-5-Homo-4-selenoribose as a Versatile Intermediate for 4'-Selenonucleosides.

Stereoselective synthesis of D-5-homo-4-selenoribose, serving as a versatile intermediate for the synthesis of 4'-selenonucleosides 12a-c, was accomplished using Sharpless asymmetric epoxidation, regioselective cleavage of the α,β-epoxide, and stereoselective reduction of the ketone as the key steps.

Citation

Gyudong Kim, Yoojin Choi, Pramod K Sahu, Jinha Yu, Shuhao Qu, Dongjoo Lee, Lak Shin Jeong. Stereoselective Synthesis of D-5-Homo-4-selenoribose as a Versatile Intermediate for 4'-Selenonucleosides. Organic letters. 2015 Sep 18;17(18):4636-9

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PMID: 26348005

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