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Diastereomeric 5,6-dimethyl-4H-1,3-dioxin-4-ones from (−)-(1R,4S)-menthone: Synthesis and NMR analysis

✍ Scribed by Jansen, Ursula ;Runsink, Jan ;Mattay, Jochen

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
267 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The two diastereomers of spirocyclic 5,6‐dimethyl‐4H‐1,3‐dioxin‐4‐one (5, 6) have been synthesized by acetalization of tert‐butyl 2‐methyl‐3‐oxobutanoate (2) with (−)‐menthone (4). Their structures have been determined by NMR analysis.

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## Abstract The reaction of 1‐aryl‐3‐(dimethylamino)‐1‐propanones 1 with one equivalent of 4,5‐diamino‐1__H__‐pyrimidin‐6‐ones 2, in acidic medium, leads to the formation of 4‐aryl‐2,3,6,7‐tetrahydro‐1__H__‐pyrimido[4,5‐__b__]‐[1,4]diazepin‐6‐ones 3. The structure elucidation of the products is bas