Abstract

Hitherto unknown tricyclo[4.2.1.0 3,8]nonan-5-one ( 2) was prepared by reductive cleavage of tetracyclo[3.3.1.0 2,8.0 3,7]nonan-9-one ( 1) with lithium in liquid ammonia or reducting 1 via photochemically induced electron transfer. Tricyclic ketone 2 served as precursor for the synthesis of two novel hydrocarbons, i. e. tricyclo[4.2.1.0 3,8]nonane ( 3) and tricyclo[4.2.1.0 3,8]non-4-ene ( 5).

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