Asymmetric synthesis of (+)-castanospermine through enol ether metathesis-hydroboration/oxidation

Julien Ceccon; Grégory Danoun; Andrew E. Greene; Jean Franois Poisson

doi:10.1039/b901488h

Asymmetric synthesis of (+)-castanospermine through enol ether metathesis-hydroboration/oxidation

Julien Ceccon
, Grégory Danoun
, Andrew E. Greene
, Jean Franois Poisson

LTHE (UMR 5564 CNRS/IRD/Université de Grenoble)

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

Abstract

An asymmetric synthesis of (+)-castanospermine is presented in which enol ether metathesis-hydroboration/oxidation is used for stereoselective installation of the trans-trans hydroxyl groups on the piperidine ring of the alkaloid.

Original language	English
Pages (from-to)	2029-2031
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	7
Issue number	10
DOIs	https://doi.org/10.1039/b901488h
Publication status	Published - 1 Jan 2009
Externally published	Yes

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10.1039/b901488h

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@article{376e2df9bb124f5298c4c3202774d856,

title = "Asymmetric synthesis of (+)-castanospermine through enol ether metathesis-hydroboration/oxidation",

abstract = "An asymmetric synthesis of (+)-castanospermine is presented in which enol ether metathesis-hydroboration/oxidation is used for stereoselective installation of the trans-trans hydroxyl groups on the piperidine ring of the alkaloid.",

author = "Julien Ceccon and Gr{\'e}gory Danoun and Greene, \{Andrew E.\} and Poisson, \{Jean Franois\}",

year = "2009",

month = jan,

day = "1",

doi = "10.1039/b901488h",

language = "English",

volume = "7",

pages = "2029--2031",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

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T1 - Asymmetric synthesis of (+)-castanospermine through enol ether metathesis-hydroboration/oxidation

AU - Ceccon, Julien

AU - Danoun, Grégory

AU - Greene, Andrew E.

AU - Poisson, Jean Franois

PY - 2009/1/1

Y1 - 2009/1/1

N2 - An asymmetric synthesis of (+)-castanospermine is presented in which enol ether metathesis-hydroboration/oxidation is used for stereoselective installation of the trans-trans hydroxyl groups on the piperidine ring of the alkaloid.

AB - An asymmetric synthesis of (+)-castanospermine is presented in which enol ether metathesis-hydroboration/oxidation is used for stereoselective installation of the trans-trans hydroxyl groups on the piperidine ring of the alkaloid.

U2 - 10.1039/b901488h

DO - 10.1039/b901488h

M3 - Article

C2 - 19421437

AN - SCOPUS:67249126199

SN - 1477-0520

VL - 7

SP - 2029

EP - 2031

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 10

ER -

Asymmetric synthesis of (+)-castanospermine through enol ether metathesis-hydroboration/oxidation

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