期刊
CHINESE JOURNAL OF CHEMISTRY
卷 37, 期 2, 页码 135-139出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201800555
关键词
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资金
- National Basic Research Program of China (973 Program) [2015CB856600]
- National Natural Science Foundation of China [21772044]
- Program of Shanghai Academic/Technology Research Leader [18XD1401500]
- Program of Shanghai Science and Technology Committee [18JC1411303]
- Fundamental Research Funds for the Central Universities
- National Young Top-Notch Talent Support Program
The Summary of main observation and conclusion A titanium-promoted intramolecular photoenolization/Diels-Alder (PEDA) reaction was developed to construct the core skeleton of aromatic polycyclic terpenoids bearing an all-carbon quaternary center on the benzylic position. Titanium(IV) isopropoxide [Ti(Oi-Pr)(4)] plays a key role during the photo cycloaddition, which may help to accelerate the interaction between dienophile and the stereo-hindered diene species as well as control the diastereoselectivity. This photolysis provides a new solution for the stereospecific formation core structures of aromatic abietane diterpenoids and sesquiterpenoids, which have multiple functional groups for the further transformations. As a synthetic application, it was successfully used in the synthesis of indolosesquiterpenoid mycoleptodiscin A.
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