Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: scope and limitations.
Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from alpha-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.
Candeias
Nuno R
NR
CQFM, Departamento de Engenharia Química, IST, 1049-001 Lisboa, Portugal.
Gois
Pedro M P
PM
Afonso
Carlos A M
CA