Asymmetric organocatalysis: an enabling technology for medicinal chemistry

B Han, XH He, YQ Liu, G He, C Peng… - Chemical Society Reviews, 2021 - pubs.rsc.org
The efficacy and synthetic versatility of asymmetric organocatalysis have contributed
enormously to the field of organic synthesis since the early 2000s. As asymmetric …

[HTML][HTML] Continuous-flow enantioselective α-aminoxylation of aldehydes catalyzed by a polystyrene-immobilized hydroxyproline

XC Cambeiro, R Martín-Rapún… - Beilstein Journal of …, 2011 - beilstein-journals.org
The application of polystyrene-immobilized proline-based catalysts in packed-bed reactors
for the continuous-flow, direct, enantioselective α-aminoxylation of aldehydes is described …

Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives

BS Kumar, V Venkataramasubramanian… - Organic letters, 2012 - ACS Publications
A tandem reaction of in situ generated α-amino aldehydes with dimethyloxosulfonium
methylide under Corey–Chaykovsky reaction conditions proceeds efficiently to give 4 …

Asymmetric synthesis of (+)-stagonolide C and (−)-aspinolide A via organocatalysis

AM Shelke, V Rawat, G Suryavanshi, A Sudalai - Tetrahedron: Asymmetry, 2012 - Elsevier
A new enantioselective synthesis of two important fungal metabolites,(+)-stagonolide C and
(−)-aspinolide A, has been described from readily available raw materials. Proline catalyzed …

Solid-phase synthesis of peptides containing bulky dehydroamino acids

J Jiang, S Luo, SL Castle - Tetrahedron Letters, 2015 - Elsevier
A method of incorporating bulky α, β-dehydroamino acids such as dehydrovaline and
dehydroethylnorvaline into peptides via solid-phase peptide synthesis is reported. The key …

Synthesis of the anti-influenza agent (−)-oseltamivir free base and (−)-methyl 3-epi-shikimate

V Rawat, S Dey, A Sudalai - Organic & Biomolecular Chemistry, 2012 - pubs.rsc.org
A new enantioselective synthesis of the anti-influenza agent (−)-oseltamivir free base (7.1%
overall yield; 98% ee) and (−)-methyl 3-epi-shikimate (16% overall yield; 98% ee) has been …

A short enantioselective synthesis of 3-epi-jaspine B and (+)-oxybiotin via an intramolecular tandem desilylation oxa-Michael addition strategy

AM Shelke, V Rawat, A Sudalai, G Suryavanshi - RSC Advances, 2014 - pubs.rsc.org
A new synthesis of cytotoxic anhydrophytosphingosine 3-epi-jaspine B (34.7% overall yield;
97% ee) and (+)-oxybiotin (21.2% overall yield; 97% ee), bioactive oxygen analogue of …

A concise enantioselective synthesis of (2S, 3S)-3-hydroxypipecolic acid via proline catalyzed α-aminooxylation of aldehydes and Pd-catalyzed ether directed aza …

BB Ahuja, A Sudalai - Tetrahedron: Asymmetry, 2015 - Elsevier
An efficient approach to (2S, 3S)-3-hydroxypipecolic acid with an overall yield of 10.2% and
98% ee starting from 1, 5-pentanediol has been developed. The key steps employed in the …

Pd-catalyzed reductive cleavage of NN bond in dibenzyl-1-alkylhydrazine-1, 2-dicarboxylates with PMHS: application to a formal enantioselective synthesis of (R) …

S Dey, SK Gadakh, BB Ahuja, SP Kamble, A Sudalai - Tetrahedron Letters, 2016 - Elsevier
An environmentally benign approach involving Pd-catalyzed reductive Nsingle bondN bond
cleavage in dibenzyl-1-alkylhydrazine-1, 2-dicarboxylates leading to the synthesis of N-(tert …

A concise enantioselective synthesis of (+)-L-733,060 and (+)-T-2328 via sequential proline catalysis

KG Lalwani, A Sudalai - Synlett, 2016 - thieme-connect.com
A new, sequential proline-catalyzed approach to the synthesis of (+)-L-733,060 and (+)-T-
2328 in high optical purity (93% ee) is described starting from phenyl N-Boc imine. The …