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Synthesis of Alicyclic N-Substituted 1,3-Amino Alcohols via 1,3-Oxazines.

✍ Scribed by Arpad Balazs; Zsolt Szakonyi; Ferenc Fueloep


Publisher
John Wiley and Sons
Year
2007
Weight
24 KB
Volume
38
Category
Article
ISSN
0931-7597

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Synthesis of alicyclic N-substituted 1,3
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## Abstract magnified image Alicyclic __N__‐substituted 1,3‐amino alcohols **13‐18** were prepared in a facile way in a one‐pot procedure from 1,3‐oxazines **5‐8** in the presence of a ketone **9‐12**. The complex reaction involves palladium‐catalyzed reduction, debenzylation and/or transimination

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## Abstract Derivatives of the unknown 2‐amino‐6__H__‐1,3‐oxazin‐6‐one **2** have been synthesized for the first time in two steps and in excellent yields, starting from __N__‐cyanocarbonimidates **3a**–**c** and cyanoacetates. The structures of **2a**–**c** are assigned by NMR‐spectroscopic method

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The use of dihydro-1,3-oxazines in synthesis has been demonstrated with respect to obtaining aldehydes, 1 ketones, 2 and acids 3 of varied structure. We now report our preliminary results regarding the formation of halo, cyano, hydroxy, and keto-substituted aldehydes along with dialdehydes by simple