Hydrogen autotransfer;
Alcohols as electrophiles;
Atom efficiency processes;
Multicomponent catalysis;
AZA-WITTIG REACTION;
INDIRECT FRIEDLANDER SYNTHESIS;
NICKEL NANOPARTICLES;
CONJUGATE ADDITION;
CARBONYL-COMPOUNDS;
ALPHA-ALKYLATION;
RUCL2(DMSO)(4) CATALYZES;
ORGANOZINC REAGENTS;
TRANSFER REDUCTION;
PRIMARY ALCOHOLS;
D O I:
10.1007/s11030-009-9195-z
中图分类号:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号:
071010 ;
081704 ;
摘要:
A hydrogen autotransfer reaction has been applied to the alpha-alkylation of ketones, with primary alcohols as the electrophilic component, either under homogeneous (using a Ru complex as catalyst) or under heterogeneous (using Ni nanoparticles) conditions. This process is both very efficient (concerning atom economy) and ecologically friendly (water as the only by-product generated). On the other hand, three multicomponent reactions, namely, the Strecker reaction (without any catalyst), the aza-Sakurai process (catalyzed by ferrite), and the addition of in situ generated Zn enolates to chiral sulfinylimines (catalyzed by Cu), have proven to be very efficient in the generation of a diversity of polyfunctionalized molecules.