78521-39-8Relevant articles and documents
One-Pot Reductive Allylation of Amides by Using a Combination of Titanium Hydride and an Allylzinc Reagent: Application to a Total Synthesis of (-)-Castoramine
Itabashi, Suguru,Shimomura, Masashi,Sato, Manabu,Azuma, Hiroki,Okano, Kentaro,Sakata, Juri,Tokuyama, Hidetoshi
supporting information, p. 1786 - 1790 (2018/07/03)
A one-pot direct reductive allylation protocol has been developed for the synthesis of secondary amines by using titanium hydride and an allylzinc reagent. This protocol is applicable to a broad range of substrates, including acyclic amides, benzamides, α,β-unsaturated amides, and lactams. The stereochemical outcome obtained from the reaction with crotylzinc reagent suggested that the allylation reaction proceeds through a six-membered cyclic transition state. A total synthesis of (-)-castoramine was accomplished by following this protocol for the highly stereoselective construction of contiguous stereocenters.
Synthesis of Macrotricyclic Amines
Schmidtchen, Franz P.
, p. 864 - 874 (2007/10/02)
The synthesis of the macrotricyclic amines 14a and b with a tetrahedron skeleton is achieved by three successive cyclisations using high dilution conditions (overall yields 5.6 and 2.5percent, resp.).