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Rearrangements of 1,6-dihalotricyclo[4.2.2.02,5]decanes. Synthesis of tricyclo[5.3.0.04,8]decane derivatives

✍ Scribed by Wiseman, John R.; Vanderbilt, Jeffrey J.; Butler, William M.


Book ID
127125105
Publisher
American Chemical Society
Year
1980
Tongue
English
Weight
684 KB
Volume
45
Category
Article
ISSN
0022-3263

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Regioselective generation of the C(2)-carbocation a of tricyc10[4.2.2.0',~]decane (1) by treatment of both corresponding epimeric alcohols 5 and 6 with BF, and trapping the rearranged tricy~lo[S.3.0.O~~~]decan-7-yl carhocation b with Et,SiH as hydride-ion donor (ionic hydrogenation) gives the corres