97806-72-9Relevant academic research and scientific papers
Synthesis of chiloscyphones and the biological activities of their synthetic intermediates against methicillin-resistant Staphylococcus aureus (MRSA)
Shiina, Junichi,Obata, Rika,Tomoda, Hiroshi,Nishiyama, Shigeru
, p. 2362 - 2370 (2006)
The total syntheses of chiloscyphone (1) and isochiloscyphone (2) have been achieved. Furthermore, the synthetic intermediate 5 shows biological activity against methicillin-resistant Staphyrococcus aureus, and compounds 5, 17, and 18, display imipenem-ty
A new approach to the bicyclo[4.3.0] ring system of natural products from the liverwort: Total synthesis of (±)-chiloscyphone and (±)-isochiloscyphone
Shiina, Junichi,Nishiyama, Shigeru
, p. 9033 - 9036 (2007/10/03)
Tricyclic intermediate 5 was synthesized by using the intramolecular Diels-Alder reaction as the key step. Total synthesis of (±)- chiloscyphone and (±)-isochiloscyphone was accomplished. Construction of the tricyclic derivative 5, a common intermediate f
A new annulation method. Total syntheses of the sesquiterpenoids (+/-)-chiloscyphone and (+/-)-6-epi-chiloscyphone
Piers, Edward,Tse, Hoi Lun Allan
, p. 983 - 994 (2007/10/02)
The efficacy of a new annulation method, developed for the construction of functionalized bicyclic compounds, is illustrated by conversion of the β-keto esters 18 and 19 into the bicyclonon-1-enes 33 and 34, respectively, and by transformation of 2-methoxycarbonylcyclopentanone (20) into the bicyclonon-6-ene 38 and the bicyclodec-7-enes 48 and 51.Application of the method to total syntheses of the structurally unusual sesquiterpenoids (+/-)-chiloscyphone (16) and (+/-)-6-epi-chiloscyphone (17) is described.
Total Synthesis of (-)-Chiloscyphone, Sesquiterpenoid Isolated from the Liverwort. Absolute Configuration of (-)-Chiloscyphone and (+)-Chiloscypholone
Tori, Motoo,Hasebe, Takeshi,Asakawa, Yoshinori
, p. 1706 - 1712 (2007/10/02)
The absolute configurations of (-)-chiloscyphone and (+)-chiloscypholone isolated from the liverwort Chiloscyphus polyanthos and C. pallescens respectively, have been determined by the total synthesis of the optically active compound.The 1,4-addition of v
Total Sythesis of Liverwort Sesquiterpene Ketone (+/-)-Chiloscyphone via Intramolecular Aldol Condensation
Tori, Motoo,Hasebe, Takeshi,Asakawa, Yoshinori
, p. 2059 - 2060 (2007/10/02)
(+/-)-Chiloscyphone, a sesquiterpene ketone isolated from the liverwort, has been synthesized starting from 3,4-dimethyl-2-cyclohexen-1-one via intramolecular aldol condensation.
SYNTHESE DES SESQUITERPENS (+/-)-CHILOSCYPHON
Gerling, Klaus-Guenther,Wolf, Herbert
, p. 1293 - 1294 (2007/10/02)
The revised structure of chiloscyphone (1) is confirmed by total synthesis: 4a,b, obtained by stereoselective cyclization of 2, were transformed to 8.Ketone 8 was converted to (+/-)-1 by direct α-methylenation.
