Helvetica chimica acta

Synthese und Bestimmung des Chiralitätssinns von (+)??(R)??1??Azabicylo [3.3. 1] nonan??2??on

R Brehm, D Ohnhäuser, H Gerlach

Index: Brehm, Renate; Ohnhaeuser, Dieter; Gerlach, Hans Helvetica Chimica Acta, 1987 , vol. 70, p. 1981 - 1987

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Citation Number: 15

Abstract

Optically active (+)-(R)-l-azabicyclo [3.3. l] nonan-2-one ((+)-I) of known absolute configuration is synthesized in the following way: Resolution of (&)-piperidin-3-ethanol ((+)- 2) by fractional recrystallization of its diastereoisomeric salts with (+)-3-bromocamphor-8- sulfonic acid from EtOH gave a less soluble salt that yielded (+)-2. The chirality sense of (+)- 2 was shown to be (R) by chemical correlation with the enantiomers of 3- ...