219638-96-7Relevant academic research and scientific papers
Indium triflate catalysed 3-aza-Cope rearrangement of amino acid derived α,β-unsaturated esters to alkylidene oxindoles
Kumar, M. Srinivas Lavanya,Manna, Sudipta Kumar,Maji, Saroj,Panda, Gautam
supporting information, p. 1762 - 1766 (2017/03/09)
The first examples of amino acid derived α,β-unsaturated esters to Z-alkylidene oxindoles via 3-aza-Cope rearrangement using In(OTf)3 are reported.
Synthesis of enantiomerically enriched indolines and tetrahydroisoquinolines from (S)-amino acid-derived chiral carbocations: An easy access to (3S,4R)-demethoxy-3-isopropyl diclofensine
Manna, Sudipta Kumar,Panda, Gautam
, p. 8318 - 8324 (2015/01/09)
Enantiomerically enriched indolines and tetrahydroisoquinolines were synthesized within 5 min to 2 h in high yields from easily accessible (S)-amino acid derived chiral carbocations. The diastereoselective Friedel-Crafts reaction is promoted by a Lewis acid (AlCl3) offering trans-diastereoselectivity. The rate of the reaction and diastereoselectivity of the product are significantly influenced by steric hindrance of the amino acids substituents and aryl groups. The methodology can be applied for the synthesis of the enantiomerically enriched bioactive scaffold (3S,4R)-demethoxy-3-isopropyl diclofensine. This journal is
Concepts for ligand design in asymmetric catalysis: A study of chiral amino thiol ligands
Anderson, James C.,Cubbon, Rachel,Harding, Michael,James, Daniel S.
, p. 3461 - 3490 (2007/10/03)
A series of new chiral sulfur-nitrogen chelate ligands, derived from amino acids, has been synthesised rationally. Fruitless experiments into catalytic asymmetric conjugate additions and desymmetrisation of meso- epoxides led us to analyse our ligands in
The importance of nitrogen substituents in chiral amino thiol ligands for the asymmetric addition of diethylzinc to aromatic aldehydes
Anderson, James C.,Harding, Michael
, p. 393 - 394 (2007/10/03)
A new series of N,S-chelate ligands derived from (S)-valine, which possess the capability of a stereogenic nitrogen donor atom, are catalysts for the addition of diethylzinc to aromatic aldehydes and gave the product secondary alcohols in up to 82% ee.
