Synthesis and Reactions of β‐Campholene Compounds
In contrast to the well known α‐campholenic (B) and fencholenic compounds (C) little is known about β‐campholenic derivatives (A) because of their difficult accessibilitiy. β‐Campholenic compounds (A) can be obtained: (1) by Baeyer‐Villiger oxidation of camphor via lactone 7 and β‐dihydrocampholenic lactone (5); (2) by Beckmann fragmentation of camphor oxime via α‐(2) and β‐campholenic nitril (3) and the lactone 5; and (3) by acid catalysed rearrangement of α‐campholenic derivatives (B, 17a, b). The β‐analogous brahmanol (14) can be synthesized by the reaction of the β‐campholenic bromide (11) with methyl diethyl malonate or by rearrangement of brahmanol.
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