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Xuan Ju Christopher M. Beaudry 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(20):6824-6827
Homoharringtonine and its congener cephalotaxine were synthesized. Oxidative ring‐opening of a furan unveils an amine‐tethered dicarbonyl, which undergoes spontaneous transannular Mannich cyclization. The cascade builds the full cephalotaxine substructure in a single operation in 60 % yield. A Noyori reduction enabled synthesis of the title compounds with excellent enantioselectivity (krel=278). 相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(47):15245-15248
The total synthesis of lycoricidine and narciclasine is enabled by an arenophile‐mediated dearomative dihydroxylation of bromobenzene. Subsequent transpositive Suzuki coupling and cycloreversion deliver a key biaryl dihydrodiol intermediate, which is rapidly converted into lycoricidine through site‐selective syn ‐1,4‐hydroxyamination and deprotection. The total synthesis of narciclasine is accomplished by the late‐stage, amide‐directed C−H hydroxylation of a lycoricidine intermediate. Moreover, the general applicability of this strategy to access dihydroxylated biphenyls is demonstrated with several examples. 相似文献
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Xiao‐Huan Li Min Zhu Zhi‐Xiu Wang Xiao‐Yu Liu Hao Song Dan Zhang Feng‐Peng Wang Yong Qin 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2016,128(50):15896-15900
A unified approach to four different (atisine, ajaconine, denudatine, and hetidine) diterpenoid alkaloid skeletons was developed and applied to the total synthesis of the natural products dihydroajaconine ( 2 , atisine type) and gymnandine ( 4 , denudatine type). The synthesis features a biogenetically inspired strategy that relies on C−H oxidation, aza‐pinacol coupling, and aza‐Prins cyclization as key steps. 相似文献