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2004
Oxazine derivatives
R 0595
Lewis Acid Promoted Hetero Diels—Alder Cycloaddition of α-Acetoxynitroso
— The use of α-acetoxynitroso compounds as a new class of hetero45- 182 Dienophiles.
dienophile for the nitroso Diels-Alder reaction is disclosed. The yield of this [4 + 2]
cycloaddition with electron-rich 1,3-dienes is enhanced in the presence of a catalytic
amount of Lewis acid. An unexpected N—O bond cleavage is observed, leading to synthetically useful amino alcohol derivatives. — (CALVET, G.; DUSSAUSSOIS, M.;
BLANCHARD, N.; KOUKLOVSKY*, C.; Org. Lett. 6 (2004) 14, 2449-2451; Lab.
Synth. Subst. Nat., CNRS, Inst. Chim. Mol. Orsay, Univ. Paris-Sud, F-91405 Orsay, Fr.;
Eng.) — Steudel
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