Total synthesis of carbocyclic nucleoside (+)-neplanocin A

Young Hoon Jung; Seung In Kim; Yeon Ju Hong; Sook Jin Park; Kyung Tae Kang; So Yeon Kim; In Su Kim

doi:10.1016/j.tet.2014.12.093

Total synthesis of carbocyclic nucleoside (+)-neplanocin A

Young Hoon Jung, Seung In Kim, Yeon Ju Hong, Sook Jin Park, Kyung Tae Kang, So Yeon Kim, In Su Kim

Department of Pharmacy

Sungkyunkwan University

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

18 Scopus citations

Abstract

Asymmetric total synthesis of (+)-neplanocin A was concisely achieved from readily available d-galactose via the regioselective and diastereoselective amination of carbocyclic polybenzyl ether using chlorosulfonyl isocyanate and intramolecular olefin metathesis using second-generation Grubbs catalyst.

Original language	English
Pages (from-to)	1068-1073
Number of pages	6
Journal	Tetrahedron
Volume	71
Issue number	7
DOIs	https://doi.org/10.1016/j.tet.2014.12.093
State	Published - 18 Feb 2015

Keywords

Amination
Chlorosulfonyl isocyanate
Metathesis
Neplanocin
Nucleoside

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10.1016/j.tet.2014.12.093

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title = "Total synthesis of carbocyclic nucleoside (+)-neplanocin A",

abstract = "Asymmetric total synthesis of (+)-neplanocin A was concisely achieved from readily available d-galactose via the regioselective and diastereoselective amination of carbocyclic polybenzyl ether using chlorosulfonyl isocyanate and intramolecular olefin metathesis using second-generation Grubbs catalyst.",

keywords = "Amination, Chlorosulfonyl isocyanate, Metathesis, Neplanocin, Nucleoside",

author = "Jung, \{Young Hoon\} and Kim, \{Seung In\} and Hong, \{Yeon Ju\} and Park, \{Sook Jin\} and Kang, \{Kyung Tae\} and Kim, \{So Yeon\} and Kim, \{In Su\}",

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doi = "10.1016/j.tet.2014.12.093",

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T1 - Total synthesis of carbocyclic nucleoside (+)-neplanocin A

AU - Jung, Young Hoon

AU - Kim, Seung In

AU - Hong, Yeon Ju

AU - Park, Sook Jin

AU - Kang, Kyung Tae

AU - Kim, So Yeon

AU - Kim, In Su

PY - 2015/2/18

Y1 - 2015/2/18

N2 - Asymmetric total synthesis of (+)-neplanocin A was concisely achieved from readily available d-galactose via the regioselective and diastereoselective amination of carbocyclic polybenzyl ether using chlorosulfonyl isocyanate and intramolecular olefin metathesis using second-generation Grubbs catalyst.

AB - Asymmetric total synthesis of (+)-neplanocin A was concisely achieved from readily available d-galactose via the regioselective and diastereoselective amination of carbocyclic polybenzyl ether using chlorosulfonyl isocyanate and intramolecular olefin metathesis using second-generation Grubbs catalyst.

KW - Amination

KW - Chlorosulfonyl isocyanate

KW - Metathesis

KW - Neplanocin

KW - Nucleoside

UR - https://www.scopus.com/pages/publications/84921505480

U2 - 10.1016/j.tet.2014.12.093

DO - 10.1016/j.tet.2014.12.093

M3 - Article

AN - SCOPUS:84921505480

SN - 0040-4020

VL - 71

SP - 1068

EP - 1073

JO - Tetrahedron

JF - Tetrahedron

IS - 7

ER -

Total synthesis of carbocyclic nucleoside (+)-neplanocin A

Abstract

Keywords

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