1241783-23-2Relevant academic research and scientific papers
Controlled rearrangement of lactam-tethered allenols with brominating reagents: A combined experimental and theoretical study on α-versus β-keto lactam formation
Alcaide, Benito,Almendros, Pedro,Luna, Amparo,Cembellin, Sara,Arno, Manuel,Domingo, Luis R.
experimental part, p. 11559 - 11566 (2011/11/29)
N-Bromosuccinimide (NBS) smoothly promotes the ring expansion of lactam-tethered allenols to efficiently afford cyclic α- or β-ketoamides with good yields and high chemo-, regio-, and diastereoselectivity, through controlled C-C bond cleavage of the β- or
Divergent reactivity of 2-azetidinone-tethered allenols with electrophilic reagents: Controlled ring expansion versus spirocyclization
Alcaide, Benito,Almendros, Pedro,Luna, Amparo,Torres, M. Rosario
supporting information; experimental part, p. 621 - 626 (2010/07/06)
A dual reactivity of 2-azetidinone-tethered allenols may occur by judicious choice of the electrophilic reagents, namely halogenating versus selenating reagents. Using common substrates, structurally different compounds, namely tetramic acids (from N-bromosuccinimide) or spirocyclic seleno-ss-lactams (from N-phenylselenophthalimide), can be readily synthesized by these divergent protocols.
