Affiliation:
1. Department of Chemistry and Mineralogy Universität Leipzig Johannisallee 29 04103 Leipzig Germany
Abstract
AbstractWe report herein the catalytic asymmetric cyclization of 1‐aryl terpenols to afford enantiomerically highly enriched Δ9‐cis‐tetrahydrocannabinoid scaffolds in a single step. As powerful chiral catalysts strongly acidic imidodiphosphorimidates (IDPis) have been identified which furnish the products with good yields and excellent enantioselectivity. Upon MOM‐deprotection some naturally occurring cannabimimetica such as (−)‐cis‐Δ9‐tetrahydrocannabinol and (−)‐perrottetinene as well as some unnatural analogues were made accessible along a merely 3‐step biomimetic sequence (MOM=methoxymethyl).
Funder
Deutsche Forschungsgemeinschaft