4.8 Article

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

Journal

ORGANIC LETTERS
Volume 17, Issue 18, Pages 4636-4639

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02393

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Funding

  1. Midcareer Research Program of National Research Foundation, Korea [370C-20130120]

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Stereoselective synthesis of D-5-homo-4-selenoribose, serving as a versatile intermediate for the synthesis of 4'-selenonudeosides 12a-c, was accomplished using Sharp less asymmetric epoxidation, regioselective cleavage of the alpha,beta-epoxide, and stereoselective reduction of the ketone as the key steps.

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