Stereoselective synthesis of quaternary proline analogues

MI Calaza, C Cativiela - European journal of organic chemistry, 2008 - Wiley Online Library
This review describes available methods for the diastereoselective and asymmetric
synthesis of quaternary prolines. The focus is on the preparation of α‐functionalized prolines …

Enantioselective approach to 3-substituted prolines

TM Kamenecka, YJ Park, LS Lin, T Lanza Jr… - Tetrahedron …, 2001 - Elsevier
Enantioselective synthesis of 3-substituted prolines was achieved starting from commercially
available 3-hydroxy-(S)-2-proline. Palladium-mediated couplings were used to introduce a …

An efficient method for the stereoselective synthesis of cis-3-substituted prolines: conformationally constrained α-amino acids

C Flamant-Robin, Q Wang, A Chiaroni, NA Sasaki - Tetrahedron, 2002 - Elsevier
An efficient method for the stereoselective synthesis of cis-3-substituted prolines: conformationally
constrained α-amino acids - ScienceDirect Skip to main contentSkip to article Elsevier logo Journals …

Enantioselective Rearrangement of Proline Sulfonamides: An Easy Entry to Enantiomerically Pure α‐Aryl Quaternary Prolines

F Foschi, D Landini, V Lupi, V Mihali, M Penso… - Chemistry–A European …, 2010 - infona.pl
Enantiopure quaternary prolines have been prepared by stereoselective rearrangement of N‐
(arylsulfonyl) proline tert‐butyl esters under basic conditions (see scheme), without any …

New strategy for the synthesis of 3-substituted prolines

P Karoyan, G Chassaing - Tetrahedron letters, 1997 - Elsevier
Ring formation involving a 5-exo trig cyclization between a zinc enolate and a non activated
double bond led to cis diastereoisomer of 3-substituted prolines. This cyclization was …

Auxiliary controlled enantioselective synthesis of 3-aryl-prolines

S Laabs, W Münch, JW Bats, U Nubbemeyer - Tetrahedron, 2002 - Elsevier
The synthesis of optically active cis 3-aryl proline derivatives was achieved in a five-step
sequence involving an enantioselective aza-Claisen rearrangement as the key step. Initially …

N-Tritylprolinal:  An Efficient Building Block for the Stereoselective Synthesis of Proline-Derived Amino Alcohols

J Bejjani, F Chemla, M Audouin - The Journal of Organic …, 2003 - ACS Publications
N-Tritylprolinal: An Efficient Building Block for the Stereoselective Synthesis of Proline-Derived
Amino Alcohols | The Journal of Organic Chemistry ACS ACS Publications C&EN CAS Find …

A practical ex-chiral-pool synthesis of β-proline and homo-β-proline

C Thomas, F Orecher, P Gmeiner - Synthesis, 1998 - thieme-connect.com
Starting from aspartic acid an efficient synthesis of enantiomerically pure β-proline and
homo-β-proline is described. The key step of the synthesis includes formation of the 1, 4 …

Organocatalytic enantio-and diastereoselective synthesis of 3, 5-disubstituted prolines

I Riaño, E Díaz, U Uria, E Reyes, L Carrillo… - Chemical …, 2016 - pubs.rsc.org
The asymmetric synthesis of substituted pyrrolidines has been accomplished using a novel
organocatalytic cyclization reaction promoted by a Cinchona alkaloid based primary amine …

Advances in the chemistry of proline and its derivatives: an excellent amino acid with versatile applications in asymmetric synthesis

SK Panday - Tetrahedron: Asymmetry, 2011 - Elsevier
Non-proteinogenic prolines have been acknowledged as an important pool for the synthesis
of conformationally rigid bioactive peptides, angiotensin converting enzyme inhibitors and …