Helvetica chimica acta

Syntheses of Diamino??dideoxylyxose Derivatives using Acylnitroso Dienophiles

A Defoin, H Fritz, C Schmidlin, J Streith

Index: Defoin, Albert; Fritz, Hans; Schmidlin, Christian; Streith, Jacques Helvetica Chimica Acta, 1987 , vol. 70, p. 554 - 569

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Citation Number: 44

Abstract

Abstract N-Acylnitroso derivatives 6 which were prepared by in-situ oxidation of the corresponding hydroxamic acids 5 reacted instantaneously and in high yields with dihydropyridine 4. The Diels-Alder adducts 8 were formed regiospecifically with the acylnitroso dienophiles 6a–c, whereas the dienophiles 6d–f gave mixtures of both regioisomers 7 and 8. These and some other results [2] were best explained by the FMO ...