The first total synthesis of acutifolone A, a pinguisane-type sesquiterpenoid isolated from the Japanese liverwort Porella acutifolia subsp. tosana

Tetrahedron Letters

Volumn 46, Issue 45, 2005, Pages 7683-7686

  Shiina, Junichi ^a   Nishiyama, Shigeru ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

Acutifolone; Allylic oxidation; Desulfurization; Intramolecular Diels Alder reaction; Liverwort; Mukaiyama aldol reaction; Pinguisane; Sesquiterpenoid; Total synthesis

Indexed keywords

ACUTIFOLONE A; BISACUTIFOLONE C; CHILOSCYPHONE; PINGUISENOL; SESQUITERPENOID; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CONTROLLED STUDY; DEOXYGENATION; DIELS ALDER REACTION; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; LIVERWORT; MOLECULAR INTERACTION; NONHUMAN; NUCLEAR OVERHAUSER EFFECT; PORELLA ACUTIFOLIA;

BETULACEAE; PORELLA ACUTIFOLIA;

EID: 26444561416     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.09.033     Document Type: Article

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24. 3, 400 MHz) 6.47 (1H, dd, J = 10.8, 17.6 Hz), 5.99 (1H, s), 5.69 (1H, d, J = 17.6 Hz), 5.45 (1H, d, J = 10.8 Hz), 3.67 (3H, s), 2.62 (1H, q, J = 7.0 Hz), 2.20 (1H, m), 1.70-1.50 (4H, complex), 1.25 (3H, d, J = 6.8 Hz), 1.18 (3H, d, J = 6.8 Hz), 1.10 (3H, s).