Helvetica Chimica Acta p. 690 - 700 (1987)
Update date:2022-08-30
Topics:
Warm, Aleksander
Vogel, Pierre
n four synthetic steps, (+)- and (-)-methyl 8-epinonactate ((+)- and (-)-4) have been derived from (+)- and (-)-7-oxabicyclo<2.2.1>heptan-2-one ((+)- and (-)-9), respectively.The (+)- and (-)-maethyl nonactate ((+)- and (-)-3) were obtained from (+)- and (-)-4, respectively, by Mitsunobu displacement reactions.Optical resolution of (+/-)-9 via cromatographic separation of the corresponding N-methyl-S-alkyl-S-phenylsulfoximides 24 and 25 yielded the starting material (+)- and (-)-9, respectively.
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