1376191-15-9Relevant academic research and scientific papers
Addition of organometallic reagents to chiral N-methoxylactams: Enantioselective syntheses of pyrrolidines and piperidines
Jaekel, Mascha,Qu, Jianping,Schnitzer, Tobias,Helmchen, Guenter
supporting information, p. 16746 - 16755 (2014/01/06)
Enantioselective iridium-catalyzed allylic substitutions were used to prepare N-allyl hydroxamic acid derivatives that were suitable for ring-closing metathesis, giving N-methoxylactams. Reactions of these derivatives with Grignard or organolithium compou
Highly enantioselective synthesis of chiral allenes by sequential creation of stereogenic center and chirality transfer in a single pot operation
Periasamy, Mariappan,Sanjeevakumar, Nalluri,Dalai, Manasi,Gurubrahamam, Ramani,Reddy, Polimera Obula
supporting information; experimental part, p. 2932 - 2935 (2012/08/28)
Chiral allenes are readily accessed in a single pot operation in the reaction of terminal alkynes, aldehydes, chiral secondary amines, and zinc halides in good yields (up to 77% yield) and excellent enantioselectivities (up to 99% ee) in toluene at 120 °C. The reaction proceeds through initial formation of chiral propargylamine intermediates with creation of a new stereogenic center and subsequent chirality transfer via an intramolecular hydride shift to produce chiral allenes with high enantiomeric purities.
