Resolution of 7-oxabicyclo[2.2.1]hept-5-en-2-one via cyclic aminals

High yielding resolution of racemic 7-oxabicyclo[2.2.1]hept-5-en-2-one (+/-)-1 ('7-oxanorbornenone') via aminal formation with (R,R)-1,2-diphenylethylenediamine 2 is reported. Ac idle hydrolysis furnishes the enantiomeric ketones (+)-1 and (-)-1 (greater than or equal to 95% ee). The chiral diamine is efficiently recovered. (C) 1999 Elsevier Science Ltd. All rights reserved.


Published in:
Tetrahedron-Asymmetry, 10, 3, 567-571
Year:
1999
ISSN:
0957-4166
Keywords:
Note:
Univ Fribourg, Inst Chim Organ, CH-1700 Fribourg, Switzerland. Univ Lausanne, Inst Chim Organ, CH-1015 Lausanne, Switzerland.
Laboratories:




 Record created 2005-11-09, last modified 2018-03-17


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