REMOTE ELECTRONIC CONTROL IN THE LiAlH4 REDUCTION OF TRICYCLIC p-TOLYLSULFONYLMETHYL ENONES

DOI: 10.1016/S0040-4039(00)96308-1

Source and publish data:

Tetrahedron Letters p. 3147 - 3150 (1987)

Update date:2022-07-31

Topics:

Authors:

Klunder, A. J. H.

Crul, M. J. F. M.

Houwen-Claasen, A. A. M.

Kooy, M. G.

Zwanenburg, B.

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Article abstract of DOI:10.1016/S0040-4039(00)96308-1

The LiAlH4 reduction of 4-p-tolylsulfonylmethyl-oxatricyclo<5.2.1.0^2,6>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

Full text of DOI:10.1016/S0040-4039(00)96308-1

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