title: One-pot synthesis and conformational features of n,n'-disubstituted ketene aminals.
abstract: N,N'-Disubstituted ketene aminals are bioisosteres of thioureas and are useful building blocks in many synthetic operations. A convenient one-pot synthesis of N,N'-disubstituted ketene aminals from activated methylene compounds and isothiocyanates is described. Most of these aminals exist in rotameric equilibrium around the central C=C bonds in solution, and the rotamers are stabilized by intramolecular hydrogen bonding both in solution and in solid states.
authors.affiliation: The Bristol-Myers Squibb Pharmaceutical Research Institute, P.O. Box 5400, Princeton, New Jersey 08543-5400, USA. yan.shi@bms.com
authors.forename: Yan
authors.initials: Y
authors.lastname: Shi
authors.forename: Jing
authors.initials: J
authors.lastname: Zhang
authors.forename: Nyeemah
authors.initials: N
authors.lastname: Grazier
authors.forename: Philip D
authors.initials: PD
authors.lastname: Stein
authors.forename: Karnail S
authors.initials: KS
authors.lastname: Atwal
authors.forename: Sarah C
authors.initials: SC
authors.lastname: Traeger
authors.forename: Sharon P
authors.initials: SP
authors.lastname: Callahan
authors.forename: Mary F
authors.initials: MF
authors.lastname: Malley
authors.forename: Michael A
authors.initials: MA
authors.lastname: Galella
authors.forename: Jack Z
authors.initials: JZ
authors.lastname: Gougoutas