posted on 2021-04-22, 16:39authored byHuaanzi Hu, Yan Peng, Ting Yu, Sidi Cheng, Shuang Luo, Qiang Zhu
Enantioselective
7-exo-trig cyclocarbopalladation-initiated
carbonylation cascade reactions, leading to seven-membered dibenzo[b,d]azepin-6-ones containing a thermodynamically
controlled stereogenic axis, have been realized for the first time.
A series of 7-acetate- or 7-acetamide-substituted dibenzo[b,d]azepin-6-ones are obtained under atmospheric
pressure of CO in good yields with excellent diastereo- and enantioselectivities.
The calculated energy difference between the diastereoisomers generated
from the stereogenic biaryl axis and the stereogenic center is approximately
2.8 kcal/mol, which agrees with the excellent diastereoselectivity
observed.