77426-90-5Relevant articles and documents
A FACILE ROUTE TO α-IMINO ACETALS AND THE CORRESPONDING MONOACETAL DERIVATIVES OF α-DIKETONES WITH COMPLETE REGIOCHEMICAL CONTROL
Babler, James H.,Marcuccilli, Charles J.
, p. 4657 - 4660 (1987)
Treatment of representative orthoesters (2) with pyruvonitrile (3) afforded the corresponding α,α-diethoxynitriles (4) in 65-80percent yields.Depending upon the conditions used to protonate the initial adduct, subsequent addition of an organolithium (5) or Grignard reagent to the latter (4) led to the obtention of either α-imino acetals (6) or the corresponding monoprotected α-diketones (7) in >90percent yield.
AN EXPEDITIOUS ROUTE TO MONOPROTECTED α-KETO ALDEHYDES WITH CONTROL OF REGICHEMISTRY
Babler, James H.
, p. 355 - 358 (2007/10/02)
Treatment of representative orthoesters (2) with pyruvonitrile (3) afforded the corresponding α,α-diethoxynitriles (4) in 65-85percent yields.Subsequent reduction of the latter using lithium aluminium hydride, followed by careful hydrolysis of the aldimine intermediates, led to the procurement of α,α-doalkoxy aldehydes (5) in 80-90percent yield.