149815-76-9Relevant academic research and scientific papers
Synthesis of N-Boc-Propargylic and Allylic Amines by Reaction of Organomagnesium Reagents with N-Boc-Aminals and Their Oxidation to N-Boc-Ketimines
Kano, Taichi,Kobayashi, Ryohei,Maruoka, Keiji
, p. 276 - 279 (2016)
Previously inaccessible N-Boc-protected propargylic and allylic amines were synthesized by the reaction between N-Boc-aminals and organomagnesium reagents through the in situ generated N-Boc-imine intermediates. The obtained N-Boc-propargylic amines could be readily converted into unprecedented N-Boc-ketimines by oxidation with manganese dioxide.
One-Pot Synthesis of Less Accessible N-Boc-Propargylic Amines through BF3-Catalyzed Alkynylation and Allylation Using Boronic Esters
Yasumoto, Kento,Kano, Taichi,Maruoka, Keiji
supporting information, (2019/05/07)
An efficient synthesis of α-alkynyl- or α-allyl-substituted N-Boc-propargylic amines is described via an alkynylation or allylation of alkynyl-substituted N-Boc-imines. Our strategy relies on the BF3-mediated in situ generation of alkynyl imine
Stereo and Electronic Effects in the Rhodium(II)-Mediated Synthesis of Polycyclic Lactones and Lactams from α-Diazo Ester and Amide Precursors
Padwa, Albert,Dean, Dennis C.,Fairfax, David J.,Xu, Simon L.
, p. 4646 - 4655 (2007/10/02)
The rhodium(II) carboxylate catalyzed decomposition of several α-diazo esters and amides has been studied.A series of 5-keto-1-diazo acetates were prepared by acylation of α-hydroxy ketones using the (p-toluenesulfonyl)hydrazone of glyxylic acid chloride.
