RT Journal Article
T1 Enantioenriched α-Vinyl 1,4-Benzodiazepines and 1,4-Benzoxazepines via enantioselective rhodium-catalyzed hydrofunctionalizations of alkynes and allenes
A1 Velasco Rubio, Álvaro
A1 Bernárdez Alfaya, Rodrigo
A1 Varela Carrete, Jesús Ángel
A1 Saá Rodríguez, Carlos
K1 Allenes
K1 Hydrocarbons
K1 Layers
K1 Lipids
K1 Mixtures
AB Benzofused seven-membered heterocycles such as 1,4-benzo[e]diazepines (1,4-BZDs) and 1,4-benzo[e]oxazepines (1,4-BZOs) were efficiently synthesized by Rh-catalyzed hydrofunctionalization of internal alkynes and allenes in good to excellent yields. The asymmetric hydroamination of (aminomethyl)anilines gave rise to 3-vinyl-1,4-BZDs with excellent enantioselectivities. Orthogonal N-deprotection of 1,4-BZDs allowed an easy entry to an advanced pyrrolobenzodiazepine metabolite of the V2-receptor antagonist Lixivaptan
PB ACS Publications
SN 0022-3263
YR 2021
FD 2021
LK http://hdl.handle.net/10347/29033
UL http://hdl.handle.net/10347/29033
LA eng
NO J. Org. Chem. 2021, 86, 10889−10902. https://doi.org/10.1021/acs.joc.1c01268
NO This work received financial support from MINECO (project CTQ2017-87939-R and ORFEO–CINQA network RED2018-102387-T), the Xunta de Galicia (project ED431C 2018/04 and Centro singular de investigación de Galicia accreditation 2019-2022, ED431G 2019/03), and the European Union (European Regional Development Fund, ERDF). A.V.-R. thanks Xunta de Galicia for a predoctoral fellowship (ED481A-2018/34, 2018-2021)
DS Minerva
RD 27 abr 2026