73885-47-9Relevant articles and documents
Exceedingly Concise and Elegant Synthesis of (+)-Paniculatine, (-)-Magellanine, and (+)-Magellaninone
Lin, Kuo-Wei,Ananthan, Bakthavachalam,Tseng, Sheng-Fang,Yan, Tu-Hsin
supporting information, p. 3938 - 3940 (2015/08/18)
Starting from inexpensive (+)-pulegone as the chiral building block, a highly convergent synthesis of the unusual diquinane-based structures of (+)-paniculatine (1), (-)-magellanine (2), and (+)-magellaninone (3), has been achieved. This approach is based upon a tandem acylation-alkylation of ketoester 8 and palladium-catalyzed olefin insertion, oxidation, and hydrogenation for construction of the tetracyclic framework. This exceedingly concise strategy, requiring only 12-14 steps, is the shortest to date.
Total synthesis of the tetracyclic diquinane Lycopodium alkaloids magellanine and magellaninone
Paquette,Friedrich,Pinard,Williams,St. Laurent,Roden
, p. 4377 - 4378 (2007/10/02)
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