1975 Volume 48 Issue 6 Pages 1907-1913
(+)-Tricyclo[4.3.0.03,8]nonane (“twist-brendane”) was synthesized via (+)-tricyclo[4.3.0.03,8]nonan-9-one from (+)-endo-2-carboxybicyclo[2.2.2]oct-5-ene. Optically active derivatives of twist-brendane with two functional groups such as (−)-2,9-twist-brendanedione and (−)-9-methylenetwist-brendan-2-one were synthesized from (−)-endo-2-carboxybicyclo[2.2.2]oct-5-ene. Absolute configurations of the compounds were established and their chiroptical properties were discussed.
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