113728-78-2Relevant articles and documents
REMOTE ELECTRONIC CONTROL IN THE LiAlH4 REDUCTION OF TRICYCLIC p-TOLYLSULFONYLMETHYL ENONES
Klunder, A. J. H.,Crul, M. J. F. M.,Houwen-Claasen, A. A. M.,Kooy, M. G.,Zwanenburg, B.
, p. 3147 - 3150 (1987)
The LiAlH4 reduction of 4-p-tolylsulfonylmethyl-oxatricyclo2,6>decadienones 3 and 8 leads regioselectively and stereospecifically to exo-methylene tricyclodecenols 6 and 11.The sulfone function is essential for this bis-hydride reductio
SELECTIVE BIS-HYDRIDE REDUCTION OF TOSYLMETHYL-SUBSTITUTED TRICYCLIC ENONES BY LITHIUM ALUMINIUM HYDRIDE. SYNTHESIS OF α-METHYLENE CYCLOPENTENOIDS
Houwen-Claassen, Adrie A. M.,Klunder, A. J. H.,Zwanenburg, B.
, p. 7149 - 7160 (2007/10/02)
On treatment with LAH the 4-tosylmethyl substituted exo-10-oxatricyclo2,6>decadienones 1 and 3 undergo two consecutive, regioselective and stereospecific reductions.The first reduction constitutes an SN2' displacement of the