A New Stereocontrolled Synthetic Route to (-)-Echinosporin from D-Glucose via Padwa Allenylsulfone [3+2]-Anionic Cycloadditive Elimination

Jakub T Flasz; Karl J Hale

doi:10.1021/ol301090v

A New Stereocontrolled Synthetic Route to (-)-Echinosporin from D-Glucose via Padwa Allenylsulfone [3+2]-Anionic Cycloadditive Elimination

Jakub T Flasz, Karl J Hale

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

21 Citations (Scopus)

Abstract

A new formal total synthesis of (-)-echinosporin has been developed based upon the Padwa [3 + 2]-cycloadditive elimination reaction of allenylsulfone 4 with the D-glucose-derived enone 14 which provides cycloadduct 12.

Original language	English
Pages (from-to)	3024-3027
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	12
Early online date	30 May 2012
DOIs	https://doi.org/10.1021/ol301090v
Publication status	Published - 15 Jun 2012

ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

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10.1021/ol301090v

http://pubs.acs.org/doi/abs/10.1021/ol301090v

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title = "A New Stereocontrolled Synthetic Route to (-)-Echinosporin from D-Glucose via Padwa Allenylsulfone [3+2]-Anionic Cycloadditive Elimination",

abstract = "A new formal total synthesis of (-)-echinosporin has been developed based upon the Padwa [3 + 2]-cycloadditive elimination reaction of allenylsulfone 4 with the D-glucose-derived enone 14 which provides cycloadduct 12.",

author = "Flasz, {Jakub T} and Hale, {Karl J}",

year = "2012",

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AU - Hale, Karl J

PY - 2012/6/15

Y1 - 2012/6/15

N2 - A new formal total synthesis of (-)-echinosporin has been developed based upon the Padwa [3 + 2]-cycloadditive elimination reaction of allenylsulfone 4 with the D-glucose-derived enone 14 which provides cycloadduct 12.

AB - A new formal total synthesis of (-)-echinosporin has been developed based upon the Padwa [3 + 2]-cycloadditive elimination reaction of allenylsulfone 4 with the D-glucose-derived enone 14 which provides cycloadduct 12.

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M3 - Article

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JF - Organic Letters

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A New Stereocontrolled Synthetic Route to (-)-Echinosporin from D-Glucose via Padwa Allenylsulfone [3+2]-Anionic Cycloadditive Elimination

Abstract

ASJC Scopus subject areas

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