Highly regio- and diastereoselective oxazol-5-one addition to nitrostyrenes

Andrea Nekane Balaguer; Xavier Companyó; Teresa Calvet; Mercé Font-Bardía; Albert Moyano; Ramon Rios

doi:10.1002/ejoc.200801005

Highly regio- and diastereoselective oxazol-5-one addition to nitrostyrenes

Andrea Nekane Balaguer
, Xavier Companyó
, Teresa Calvet
, Mercé Font-Bardía
, Albert Moyano
, Ramon Rios

Chemistry

Universitat de Barcelona

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

51 Scopus citations

Abstract

A convenient and novel oxazol-5-one addition to nitrostyrenes is reported. The reaction is catalyzed by tertiary amines and yields the corresponding adducts with total regio- and diastereoselectivity. The addition exclusively takes place at the C-2 position of oxazol-5-ones, furnishing diastereopure N,O-aminals.

Original language	British English
Pages (from-to)	199-203
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	2
DOIs	https://doi.org/10.1002/ejoc.200801005
State	Published - Jan 2009

Keywords

Diastereoselective catalysis
Heterocycles
Michael addition
N,O-aminals
Nitrostyrenes
Organocatalysis

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10.1002/ejoc.200801005

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title = "Highly regio- and diastereoselective oxazol-5-one addition to nitrostyrenes",

abstract = "A convenient and novel oxazol-5-one addition to nitrostyrenes is reported. The reaction is catalyzed by tertiary amines and yields the corresponding adducts with total regio- and diastereoselectivity. The addition exclusively takes place at the C-2 position of oxazol-5-ones, furnishing diastereopure N,O-aminals.",

keywords = "Diastereoselective catalysis, Heterocycles, Michael addition, N,O-aminals, Nitrostyrenes, Organocatalysis",

author = "Balaguer, \{Andrea Nekane\} and Xavier Company{\'o} and Teresa Calvet and Merc{\'e} Font-Bard{\'i}a and Albert Moyano and Ramon Rios",

year = "2009",

month = jan,

doi = "10.1002/ejoc.200801005",

language = "British English",

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journal = "European Journal of Organic Chemistry",

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T1 - Highly regio- and diastereoselective oxazol-5-one addition to nitrostyrenes

AU - Balaguer, Andrea Nekane

AU - Companyó, Xavier

AU - Calvet, Teresa

AU - Font-Bardía, Mercé

AU - Moyano, Albert

AU - Rios, Ramon

PY - 2009/1

Y1 - 2009/1

N2 - A convenient and novel oxazol-5-one addition to nitrostyrenes is reported. The reaction is catalyzed by tertiary amines and yields the corresponding adducts with total regio- and diastereoselectivity. The addition exclusively takes place at the C-2 position of oxazol-5-ones, furnishing diastereopure N,O-aminals.

AB - A convenient and novel oxazol-5-one addition to nitrostyrenes is reported. The reaction is catalyzed by tertiary amines and yields the corresponding adducts with total regio- and diastereoselectivity. The addition exclusively takes place at the C-2 position of oxazol-5-ones, furnishing diastereopure N,O-aminals.

KW - Diastereoselective catalysis

KW - Heterocycles

KW - Michael addition

KW - N,O-aminals

KW - Nitrostyrenes

KW - Organocatalysis

UR - https://www.scopus.com/pages/publications/58649093531

U2 - 10.1002/ejoc.200801005

DO - 10.1002/ejoc.200801005

M3 - Article

AN - SCOPUS:58649093531

SN - 1434-193X

SP - 199

EP - 203

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 2

ER -

Highly regio- and diastereoselective oxazol-5-one addition to nitrostyrenes

Abstract

Keywords

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