135865-77-9Relevant academic research and scientific papers
New enolate-carbodiimide rearrangement in the concise synthesis of 6-amino-2,3-dihydro-4-pyridinones from homoallylamines
Kuznetsov,Tikhov,Godovikov,Khrustalev,Bubnov
supporting information, p. 4283 - 4298 (2016/05/24)
Three-step synthesis of 6-amino-2,3-dihydro-4-pyridinones from homoallylamines involving NBS-mediated cyclization of N-(3-butenyl)ureas to 6-(bromomethyl)-2-iminourethanes, dehydrohalogenation and a novel rearrangement as a key step has been developed. Th
Enantio- and diastereoselective synthesis of β-substituted-δ- aminoboronic esters from nitriles
Ramachandran, P. Veeraraghavan,Mitsuhashi, Wataru,Biswas, Debanjan,Nicponski, Daniel R.
, p. 4830 - 4833 (2013/09/02)
The first stereocontrolled synthesis of the title δ-aminoboronic esters - proceeding from commercially available nitriles - via a reduction, Brown's 'allyl' boration reaction, a Boc-protection, a hydroboration, an oxidative elimination of α-pinene, and an esterification reaction, has been reported in excellent enantio- and diastereoselectivities.
A new method of synthesis of 6-substituted piperidine-2,4-diones from homoallylamines
Kuznetsov, Nikolai Yu.,Maleev, Victor I.,Khrustalev, Victor N.,Mkrtchyan, Anna F.,Godovikov, Ivan A.,Strelkova, Tatyana V.,Bubnov, Yuri N.
experimental part, p. 334 - 344 (2012/02/16)
Mono- and dihomoallylamines serve as convenient precursors for the preparation of 6-substituted piperidine-2,4-diones. This transformation is based, on the one hand, on a simple and well-known halocyclocarbamation reaction proceeding by the addition of a
Asymmetric synthesis of aza-diospongin A as an iNOS inducer
Chandrasekhar,Kiran Babu,Raji Reddy
experimental part, p. 2216 - 2219 (2010/03/25)
The synthesis of the aza-analogue of diospongin A is described. The key steps in the synthetic sequence are Mitsunobu inversion, cross olefin metathesis and intramolecular aza-Michael addition reactions. The biological activity of this new analogue was also evaluated in the induction of nitric oxide synthase and was found to be better when compared to its natural counterpart.
Carbohydrates as Chiral Templates: Diastereoselective Synthesis of N-Glycosyl-N-homoallylamines and and β-Amino Acids from Imines
Laschat, Sabine,Kunz, Horst
, p. 5883 - 5889 (2007/10/02)
Complexing properties and chirality of carbohydrates were utilized in diastereoselective reactions of O-pivaloylated N-galactosylimines with allylsilanes and -stannanes.With allyltrimethylsilane in the presence of SnCl4 imines 2 of aromatic and heteroaromatic aldehydes were converted to homoallylamines 3, giving ratios of diastereomers higher than 7:1.No addition products derived from α-anomeric aromatic imines were formed.Aliphatic homoallylamines 3 were synthesized by using allyltributylatannane in the presence of SnCl4.Both α- and β-anomeric aliphatic imines reacted with the allylstannane.They gave the same ratio of diastereomers and showed the same sense of asymmetric induction.
