Four-component assembly of chiral N-B heterocycles with a natural product-like framework.
The dative N-B bond was used to simply assemble heterocycles with a skeleton akin to the 5-oxofuro[2,3-b]furan motif. Twenty-five new N-B heterocycles were prepared via a highly efficient one-pot four-component reaction in yields and diastereoselectivities up to 95% and >97%, respectively. Several reaction intermediates were discovered using electrospray ionization mass spectroscopy which set the basis for the mechanism elucidation using DFT calculations.
Research Institute for Medicines and Pharmaceutical Sciences, Faculty of Pharmacy, University of Lisbon, Av. Prof. Gama Pinto, 1649-003 Lisbon, Portugal.
Francesco
F
Montalbano
Nuno R
NR
Candeias
Luís F
LF
Veiros
Vânia
V
André
M Teresa
MT
Duarte
Maria R
MR
Bronze
Rui
R
Moreira
Pedro M P
PM
Gois
D006571:Heterocyclic Compounds / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D006571:Heterocyclic Compounds