344558-74-3Relevant articles and documents
Composes heterocycliques spiranniques. V. Synthese et etude configurationnelle dans la serie de l'oxa-2 spirodecane
Picard, Philippe,Moulines, Jean,Lecoustre, Max
, p. 65 - 70 (2007/10/02)
The 8-t-butyl-2-oxaspirodecan-3-one, 8-t-butyl-2-oxaspirodecane and its 3-methylated derivatives were synthesized by different routes starting from methyl 4-t-butylcyclohexanecarboxylate, 4-t-butylmethylenecyclohexane and methyl 4-t-butylcyclohexylidenecyanoacetate.The cis (-CH2O axial) and trans (-CH2O equatorial) isomers were isolated by preparative HPLC ; their configurations were established from (1) the known stereoselectivity of the reaction involved in the cis/trans ratio controlling step (2) their proton and 13C nmr spectra.