ChemInform Abstract: Sequential Diastereoselective Addition and Allylic Azide Isomerization of syn- and anti-α-Azido-β-(dimethylphenylsilyl)-E-hex-4- enoates with Acetals: Asymmetric Synthesis of γ-Hydroxy-α- amino Acid Synthons.

ChemInform ◽  
2010 ◽  
Vol 23 (50) ◽  
pp. no-no
Author(s):  
J. S. PANEK ◽  
M. YANG ◽  
I. MULER
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Diastereoselective Addition

Diastereoselective Addition of α-Metalated Sulfoxides to Imines Revisited: Mechanism, Computational Studies, and the Effect of External Chiral Ligands

2003 ◽  
Vol 68 (5) ◽  
pp. 885-898 ◽  
Author(s):  
Brian Pedersen ◽  
Tobias Rein ◽  
Inger Søtofte ◽  
Per-Ola Norrby ◽  
David Tanner
Keyword(s):  
Reaction Time ◽  
Low Temperature ◽  
Asymmetric Synthesis ◽  
Chiral Ligands ◽  
Quantum Mechanical ◽  
Kinetic Control ◽  
Computational Studies ◽  
Quantum Mechanical Calculations ◽  
Short Reaction Time ◽  
Diastereoselective Addition

Some new results on asymmetric synthesis via the addition of α-metalated methyl tolyl sulfoxides to imines are presented. Good diastereoselectivity (up to >98% d.e. for product 3g) can be obtained under conditions of kinetic control (short reaction time, low temperature). The transition state (a six-membered "flat chair") was probed by quantum mechanical calculations, which underpinned the idea of using external chiral ligands to enhance the diastereoselectivity of otherwise moderately selective reactions. In this way, the diastereomeric ratio of the product 3a could be raised from (84:16) to (>99:1) by use of a readily available C2-symmetric bis(sulfonamide) ligand.

Asymmetric synthesis of homochiral differentially protected bis-β-amino acid scaffolds

Tetrahedron ◽  
2002 ◽  
Vol 58 (23) ◽  
pp. 4629-4642 ◽  
Author(s):  
Steven D Bull ◽  
Stephen G Davies ◽  
Paul M Roberts ◽  
Edward D Savory ◽  
Andrew D Smith
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis

scholarly journals Asymmetric Synthesis of New β,β-Difluorinated Cyclic Quaternary α-Amino Acid Derivatives

2007 ◽  
Vol 9 (9) ◽  
pp. 1841-1841
Author(s):  
Santos Fustero ◽  
Maria Sánchez-Roselló ◽  
Vanessa Rodrigo ◽  
Carlos del Pozo ◽  
Juan F. Sanz-Cervera ◽  
...  
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Amino Acid Derivatives

Asymmetric Synthesis of an Amino Acid Derivative from Achiral Aroyl Acrylamide by Reversible Michael Addition and Preferential Crystallization

2016 ◽  
Vol 22 (46) ◽  
pp. 16429-16432 ◽  
Author(s):  
Yuki Kaji ◽  
Naohiro Uemura ◽  
Yoshio Kasashima ◽  
Hiroki Ishikawa ◽  
Yasushi Yoshida ◽  
...  
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Acid Derivative ◽  
Michael Addition ◽  
Amino Acid Derivative
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