1099751-95-7Relevant academic research and scientific papers
Synthesis of α-Amino-γ-lactams through Pd-Catalzed Intramolecular Allylic Alkylation of Sarcosine Allyl Amides
Thies, Sarah,Kazmaier, Uli
, p. 1695 - 1707 (2015/10/05)
N-Protected amino acid allyl amides with an allylic leaving group can be used as substrates in palladium-catalyzed allylic alkylation. Whereas intermolecular allylations proceed with excellent yields under standard conditions for enolate reactions, the intramolecular version is not a trivial issue. N-Protected glycine amides preferentially form piperidinones through N-allylation, but the corresponding sarcosine derivatives provide γ-lactams in acceptable to good yields in dichloromethane, especially when the corresponding titanium enolates are formed.
Synthesis of α-amino-γ-lactams through Pd-catalzed intramolecular allylic alkylation of sarcosine allyl amides
Thies, Sarah,Kazmaier, Uli
, p. 1695 - 1707 (2014/03/21)
N-Protected amino acid allyl amides with an allylic leaving group can be used as substrates in palladium-catalyzed allylic alkylation. Whereas intermolecular allylations proceed with excellent yields under standard conditions for enolate reactions, the intramolecular version is not a trivial issue. N-Protected glycine amides preferentially form piperidinones through N-allylation, but the corresponding sarcosine derivatives provide γ-lactams in acceptable to good yields in dichloromethane, especially when the corresponding titanium enolates are formed. Copyright
Enantioselective iridium-catalyzed allylic aminations of allylic carbonates with functionalized side chains. Asymmetric total synthesis of (S)-vigabatrin
Gnamm, Christian,Franck, Geraldine,Miller, Nicole,Stork, Timon,Broedner, Kerstin,Helmchen, Guenter
experimental part, p. 3331 - 3350 (2009/05/27)
Indium-catalyzed aminations of allylic carbonates containing a variety of O-functional groups have been explored. High degrees of regio- as well as enantioselectivity were achieved with diacylamides under salt-free conditions and with arylamines. The results allowed the antiepilepsy drug (5)-vigabatrin to be prepared via a very short route.
