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

Gyudong Kim; Yoojin Choi; Pramod K. Sahu; Jinha Yu; Shuhao Qu; Dongjoo Lee; Lak Shin Jeong

doi:10.1021/acs.orglett.5b02393

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

Gyudong Kim
, Yoojin Choi
, Pramod K. Sahu
, Jinha Yu
, Shuhao Qu
, Dongjoo Lee
, Lak Shin Jeong

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	4636-4639
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.5b02393
State	Published - 18 Sep 2015

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© 2015 American Chemical Society.

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title = "Stereoselective Synthesis of d -5-Homo-4-selenoribose as a Versatile Intermediate for 4′-Selenonucleosides",

abstract = "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.",

author = "Gyudong Kim and Yoojin Choi and Sahu, \{Pramod K.\} and Jinha Yu and Shuhao Qu and Dongjoo Lee and Jeong, \{Lak Shin\}",

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doi = "10.1021/acs.orglett.5b02393",

language = "English",

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T1 - Stereoselective Synthesis of d -5-Homo-4-selenoribose as a Versatile Intermediate for 4′-Selenonucleosides

AU - Kim, Gyudong

AU - Choi, Yoojin

AU - Sahu, Pramod K.

AU - Yu, Jinha

AU - Qu, Shuhao

AU - Lee, Dongjoo

AU - Jeong, Lak Shin

PY - 2015/9/18

Y1 - 2015/9/18

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84941891855

U2 - 10.1021/acs.orglett.5b02393

DO - 10.1021/acs.orglett.5b02393

M3 - Article

C2 - 26348005

AN - SCOPUS:84941891855

SN - 1523-7060

VL - 17

SP - 4636

EP - 4639

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

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

Abstract

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