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Highly Enantioselective Synthesis of Orthogonally Protected (2 S )‐2,3‐Diaminopropanoates through Catalytic Phase‐Transfer Aza‐ Henry Reaction
Author(s) -
Kumaraswamy Gullapalli,
Pitchaiah Arigala
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100013
Subject(s) - chemistry , enantioselective synthesis , organocatalysis , enantiomer , chirality (physics) , catalysis , stereochemistry , combinatorial chemistry , organic chemistry , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , quark
The syntheses of enantiomer‐enriched orthogonally protected different (2 S )‐2,3‐diaminopropanoates and unnatural furyl‐substituted ( tert ‐butoxy)carbonyl (Boc) as well as (benzyloxy)carbonyl (Cbz) protected amino acid esters are accomplished by means of an enantioselective aza‐ Henry reaction. A key feature of this protocol is organocatalysis as a genesis of chirality to ensure high enantioselectivity.