- Enantioselective synthesis of [(1R,3-exo)-2-benzyl-2-azabicyclo[2.2.1]hept- 5-en-3-yl]methanol via Aza-Diels-Alder reaction
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The asymmetric aza-Diels-Alder reaction of the 8-phenylneomenthyl (or 8-phenylisomenthyl) glyoxylate-derived N-benzylimine with cyclopentadiene resulted in the enantioselective synthesis of the corresponding [(1R,3-exo)-2-benzyl-2-azabicyclo[2.2.1]hept-5-
- Fernández, Franco,García-Mera, Xerardo,Vale, Maria Luísa C.,Rodríguez-Borges, José Enrique
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p. 319 - 321
(2007/10/03)
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- PREPARATION OF THREE DIASTEREOISOMERS OF 2-(1-METHYL-1-PHENYLETHYL)-5-METHYLCYCLOHEXAN-1-OL FROM (R)-(+)-PULEGONE
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New isolation of (1R,2S,5R)-(-)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexan-1-ol ((-)-8-phenylmenthol, Ia), prepared from (R)-(+)-pulegone, is described.The method consists in the preparation of phenylcarbamate of Ia and its transesterification with ethanol.Further two diastereoisomers of (-)-8-phenylmenthol were isolated: the (1S,2R,5R)-isomer IIa and the (1R,2R,5R)-isomer IIIa.Compounds Ia, IIa and IIIa were converted into their respective glyoxylates Ic, IIc and IIIc.
- Cervinka, Otakar,Svatos, Ales,Masojidkova, Milena
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p. 491 - 498
(2007/10/02)
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