Divergent total syntheses of the hetero-oligomeric iridoid glycosides mainly found in Dipsacus asper were achieved. Thus, loganin (1), which is important as a monomer unit, was efficiently synthesized by stereoselective reductive cyclization using...
The Journal of organic chemistry 87(5) 3730-3735 2022年3月
A first asymmetric total synthesis of huperzine H has been achieved in a 12% overall yield from commercially available (+)-pulegone. The key steps of this synthesis include a highly diastereoselective Mukaiyama-Michael addition reaction of a pyrro...
The Journal of organic chemistry 87(5) 3647-3651 2022年3月
Borocyclic radicals with highly conjugated aromatics were generated from orthoquinone-containing polycyclic aromatic compounds by trapping the photoinduced triplet state with simple boron halide under irradiation with light of appropriate waveleng...
Chemistry (Weinheim an der Bergstrasse, Germany) 28(10) e202104052 2022年2月
A series of bioinspired transformations that are applied to convert strictosidine aglycones into monoterpenoid indole alkaloids is reported. The highly reactive key intermediates, strictosidine aglycones, were prepared in situ by simple removal of...
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN 79(2) 145-154 2021年2月
For more than a century, quinine (1) has remained a persistent fascination to human beings for its use in medicine and chemistry. More recently, 1 has garnered increased attention due to its widespread application in the field of asymmetric cataly...