TY - JOUR
T1 - Palladium-catalyzed diastereo- And enantioselective allylic alkylation of oxazolones with 1,3-dienes under base-free conditions
AU - Yang, Haijian
AU - Xing, Dong
N1 - Publisher Copyright:
This journal is © The Royal Society of Chemistry.
PY - 2020/4/4
Y1 - 2020/4/4
N2 - Herein, we report a highly diastereo- and enantioselective allylic alkylation of oxazolones with 1,3-dienes by palladium-hydride catalyst under base-free conditions. With DTBM-SEGPHOS as the chiral ligand, a series of enantioenriched oxazolones bearing tertiary carbon centers were synthesized from substituted 1,3-dienes via exclusive 1,2-addition with moderate to good diastereoselectivities and high enantioselectivities. When simple 1,3-butadiene was used as the allyl precursor under this base-free catalytic system, 1,4-addition products were obtained in good yields with high regioselectivities.
AB - Herein, we report a highly diastereo- and enantioselective allylic alkylation of oxazolones with 1,3-dienes by palladium-hydride catalyst under base-free conditions. With DTBM-SEGPHOS as the chiral ligand, a series of enantioenriched oxazolones bearing tertiary carbon centers were synthesized from substituted 1,3-dienes via exclusive 1,2-addition with moderate to good diastereoselectivities and high enantioselectivities. When simple 1,3-butadiene was used as the allyl precursor under this base-free catalytic system, 1,4-addition products were obtained in good yields with high regioselectivities.
UR - https://www.scopus.com/pages/publications/85082779679
U2 - 10.1039/d0cc00265h
DO - 10.1039/d0cc00265h
M3 - 文章
C2 - 32108192
AN - SCOPUS:85082779679
SN - 1359-7345
VL - 56
SP - 3721
EP - 3724
JO - Chemical Communications
JF - Chemical Communications
IS - 26
ER -