473-10-9Relevant academic research and scientific papers
Catalytic enantioselective approach to the eudesmane sesquiterpenoids: Total synthesis of (+)-carissone
Levine, Samantha R.,Krout, Michael R.,Stoltz, Brian M.
supporting information; experimental part, p. 289 - 292 (2009/08/08)
(Chemical Equation Presented) A catalytic enantioselective approach to the eudesmane sesquiterpenoids is reported. The strategic use of a palladium-catalyzed enantioselective alkylation of vinylogous ester substrates forged the C(10) all-carbon quaternary
Stereoselective total synthesis of (-)-α-eudesmol, a P/Q-type calcium channel blocker
Aoyama,Araki,Konoike
, p. 1452 - 1454 (2007/10/03)
Practical and stereoselective total synthesis of (-)-αeudesmol 1, a P/Q-type calcium channel blocker, has been achieved with the key step being a cyclopropane ring opening accompanying introduction of a hydroxyl group. (+)-Carissone is used as a key intermediate.
FIRST TOTAL SYNTHESIS OF (-)-DEHYDROCARISSONE
Liu, Lijun,Xiong, Zhaoming,Nan, Fajun,Li, Tongshuang,Li, Yulin
, p. 73 - 76 (2007/10/02)
The first synthesis of (-)-dehydrocarissone (1) has been described, employing the dehydrogenation with DDQ as the key step.
STRESS COMPOUNDS IN THE LEAVES OF NICOTIANA UNDULATA INDUCED BY TMV INOCULATION
Uegaki, Reiko,Kubo, Susumu,Fujimori, Takane
, p. 365 - 368 (2007/10/02)
In leaves of Nicotiana undulata inoculated with TVM, 19 sesquiterpenoids were detected as stress compounds.Among them, dehydrocarissone, capsidiol 3-acetate, aubergenone, 4-epi-aubergenone, trans-dihydrocarissone, 1,2-dehydro-α-cyperone and 3-epi-3-hydroxysolavetivone are novel tobacco stress compounds.Key Word Index - Nicotiana undulata; Solanaceae; tobacco; sesquiterpenoid; stress compounds.
Allylic Oxidation of Δ2-Santenolide Using Dipyridylchromium Trioxide and Selenium Dioxide
Jorapur, V. S.,Shaligram, A. M.
, p. 940 - 943 (2007/10/02)
Allylic oxidations of Δ2-santenolide (1) with dipyridylchromium trioxide and selenium dioxide are described.With the former reagent, the products are 1-oxo-Δ2-santenolide (2), 3-oxo-Δ1-santenolide (7) and 2-oxo-Δ3-santenolide (9), while with the latter reagent the product is 1α-hydroxy-Δ2-santenolide (3).The allylic oxidation of α-eudesmol (10) with dipyridylchromium trioxide gives in one-step, as expected, the naturally ocurring α,β-unsaturated ketone carissone (11).
