期刊论文详细信息
Beilstein Journal of Organic Chemistry | |
Long-range diastereoselectivity in Ugi reactions of 2-substituted dihydrobenzoxazepines | |
Andrea Basso1  Valeria Rocca1  Luca Banfi1  Renata Riva1  Valentina Cerulli1  | |
[1] Department of Chemistry and Industrial Chemistry, University of Genova, I-16146 Genova, Italy; | |
关键词: benzoxazepines; cyclic imines; long range stereoinduction; multicomponent reactions; Ugi reaction; | |
DOI : 10.3762/bjoc.7.109 | |
来源: DOAJ |
【 摘 要 】
The Ugi reaction of 2-substituted dihydrobenzoxazepines was found to proceed with unexpectedly good diastereoselectivitiy (diastereoisomeric ratios up to 9:1), despite the large distance between the pre-existing stereogenic centre and the newly generated one. This result represents the first good 1,4 asymmetric induction in an Ugi reaction as well as the first example of diastereoselective Ugi reaction of seven membered cyclic imines. It allows the diversity-oriented synthesis of various tetrahydro[f][1,4]benzoxazepines.
【 授权许可】
Unknown