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Highly Regio‐ and Diastereoselective Oxazol‐5‐one Addition to Nitrostyrenes
Author(s) -
Balaguer AndreaNekane,
Companyó Xavier,
Calvet Teresa,
FontBardía Mercé,
Moyano Albert,
Rios Ramon
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200801005
Subject(s) - chemistry , adduct , regioselectivity , organic chemistry , medicinal chemistry , stereochemistry , catalysis
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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)