posted on 2021-03-26, 12:35authored byYu Zheng, Hong-Dou Yang, Kun Wei, Yu-Rong Yang
The
common, key tricyclic core of stemona alkaloids parvistemonine
(1) and parvistemoline (2), whose synthetic
efforts have not reported yet, was constructed through a new strategy
in which three contiguous stereogenic centers were set by using Carreira’s
asymmetric Ir/amine-catalyzed allylation of aldehyde with α-vinylfurfuryl
alcohol and Ellman’s sulfinamide chiral auxiliary, respectively.
The furan ring was especially designed to act as the precursor of
the butyrolactone while establishing the significant chirality.