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Synlett 1999; 1999(11): 1735-1738
DOI: 10.1055/s-1999-2926
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Synthesis of Perhydrooxazinones from 2-Aza-3-Trimethylsilyloxy-1,3-Butadiene. A General Route to 3,3-Disubstituted-β-Hydroxy Acids

Elisa Bandini* , Giorgio Martelli, Giuseppe Spunta, Alessandro Bongini, Mauro Panunzio
  • *I.Co.C.E.A.-CNR, Via Gobetti 101, 40129 Bologna, Italy; Fax +39-0 51-2 09 94 56; E-mail: panunzio@ciam.unibo.it
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Publication History

Publication Date:
31 December 1999 (online)

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1-Phenyl-2-aza-3-trimethylsilyloxy-1,3-butadiene reacts with aliphatic, aromatic and cyclic ketones to give in good to excellent yields 6,6-disubstituted-1,3-perhydro-oxazin-4-ones which, in turn, have been readily converted into β-hydroxy carboxylic acids.

Diels-Alder reactions - carboxylic acids - heterocycles - azo compounds