Protecting group free enantiospecific total syntheses of structurally diverse natural products of the tetrahydrocannabinoid family.
نویسندگان
چکیده
A simple, highly diastereoselective, Lewis acid catalyzed Friedel-Crafts coupling of a cyclic allylic alcohol with resorcinol derivatives has been developed. The method was applied for the enantiospecific total syntheses of structurally diverse natural products such as machaeriol-D, Δ(8)-THC, Δ(9)-THC, epi-perrottetinene and their analogues. Synthesis of both natural products and their enantiomers has been achieved with high atom economy, in a protecting group free manner and in less than 6 steps, the longest linear sequence, in a very good overall yield starting from R-(+) and S-(-)-limonene.
منابع مشابه
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عنوان ژورنال:
- Chemical communications
دوره 51 14 شماره
صفحات -
تاریخ انتشار 2015