1993•Journal of the Chemical Society Perkin Transactions 1Requires access
A reinvestigation of the reductive ring-opening of a 3-substituted exo-4,5-epoxytricyclo[5.2.1.0 2,6 ]dec-8-en-3α-ol to the corresponding 3,5-diol
Zhiyu Liu, Xin‐Jie Chu
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Abstract
Regio- and stereo-specific reduction of the exo-epoxy alcohol 5 with LiAID4 produced the 4α-D-trans-3,5-diol 7 and the 4β-D-trans-3,5-diol 8 in varying ratios, an indication that in spite of epoxide rearrangement between 5 and 6 direct epoxide ring-opening of 5 to afford the 3,5-diol 4 is the primary pathway.