62392-84-1Relevant articles and documents
Asymmetric Synthesis of Clerodane Diterpenoids: Total Synthesis of (-)-Methyl Kolavenate
Iio, Hideo,Monden, Mitsugu,Okada, Kimikazu,Tokoroyama, Takashi
, p. 358 - 359 (1987)
The asymmetric synthesis of (8R,9S,10R)-4,8,9-trimethyl-9-vinyl-Δ4-3-octalone, a versatile intermediate for the syntheses of both trans- and cis-neo-clerodane diterpenoids, has been achieved by extension of Ender's asymmetric alkylation, and its utility is exemplified by the total synthesis of (-)-methyl kolavenate, the first example of a clerodane diterpenoid in optically active form.
Determining the absolute configuration of benzopyrenomycin by optical rotation, electronic circular dichroism, and population analysis of different conformations via DFT methods and experiments
Li, Qing-Ming,Ren, Jie,Zhou, Bei-Dou,Bai, Bing,Liu, Xin-Chun,Wen, Meng-Liang,Zhu, Hua-Jie
supporting information, p. 3067 - 3074 (2013/03/29)
In this work, we have studied the absolute configuration of benzopyrenomycin using different density functional theory (DFT) methods, such as optical rotation (OR), electronic circular dichroism (ECD), and conformation distribution analysis for three kinds of Mosher esters at different levels, e.g., B3LYP/6-31G(d), B3LYP/6-311+G(d), and B3LYP/6-311++G(2d,p) in the gas phase and in solution, respectively. Careful investigations for different chiral Mosher esters using DFT theory exhibited the application conditions for certain chiral molecules in absolute configuration determination. Benzopyrenomycin possesses a unique benzo[a]pyrene-type skeleton and shows strong cytotoxicity against various tumor-cell lines.
Hydrolytic enantioselective protonation of cyclic dienyl esters and a β-diketone with chiral phase-transfer catalysts
Yamamoto, Eiji,Gokuden, Daichi,Nagai, Ayano,Kamachi, Takashi,Yoshizawa, Kazunari,Hamasaki, Akiyuki,Ishida, Tamao,Tokunaga, Makoto
supporting information, p. 6178 - 6181 (2013/02/25)
Hydrolytic enantioselective protonation of dienyl esters and a β-diketone catalyzed by phase-transfer catalysts are described. The latter reaction is the first example of an enantio-convergent retro-Claisen condensation. Corresponding various optically active α,β-unsaturated ketones having tertiary chiral centers adjacent to carbonyl groups were obtained in good to excellent yields and enantiomeric ratios (83-99%, up to 97.5:2.5 er).