Synthetic Studies on the Marine-Derived Sesquiterpene (+)-Viridianol: Divergent Behaviour of Two Structurally Related, Ring-Fused Cyclopropanes Under the Same Hydrogenolytic Conditions
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Bolte, Benoit; Tang, Fei; Lan, Ping; Willis, Anthony; Banwell, Martin
Description
Hydrogenolytic cleavage of the ring-fused cyclopropane 11 using hydrogen in the presence of platinum oxide afforded the gem-dimethylated cyclohexane 12 in 99 % yield. In contrast, analogous treatment of congener 13 afforded only trace amounts of the targeted and gem-dimethylated sesquiterpene (+)-viridianol (1), the major products of reaction now being the vic-dimethylated compound 14 and the 2-fold ring-cleavage product 15.
Collections | ANU Research Publications |
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Date published: | 2019-01-24 |
Type: | Journal article |
URI: | http://hdl.handle.net/1885/201786 |
Source: | Australian Journal of Chemistry |
DOI: | 10.1071/CH18532 |
Access Rights: | Open Access |
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