ChemInform Abstract: Asymmetric Synthesis of Proline Derivatives from (2R) and (2S)-2-tert- Butyl-3-benzoyl-4-methyleneoxazolidin-5-one.

ChemInform ◽  
2010 ◽  
Vol 26 (35) ◽  
pp. no-no
Author(s):  
S. G. PYNE ◽  
A. JAVIDAN ◽  
B. W. SKELTON ◽  
A. H. WHITE
Keyword(s):  
Asymmetric Synthesis ◽  
Tert Butyl ◽  
Proline Derivatives

Asymmetric synthesis of proline derivatives from (2R) and (2S)-2-tert-butyl-3-benzoyl-4-methyleneoxazolidin-5-one

Tetrahedron ◽  
1995 ◽  
Vol 51 (17) ◽  
pp. 5157-5168 ◽  
Author(s):  
Stephen G Pyne ◽  
Abdollah Javidan ◽  
Brian W Skelton ◽  
Allan H White
Keyword(s):  
Asymmetric Synthesis ◽  
Tert Butyl ◽  
Proline Derivatives

scholarly journals Organocatalysis and Beyond: Activating Reactions with Two Catalytic Species

Catalysts ◽  
2019 ◽  
Vol 9 (11) ◽  
pp. 928 ◽  
Author(s):  
Arianna Sinibaldi ◽  
Valeria Nori ◽  
Andrea Baschieri ◽  
Francesco Fini ◽  
Antonio Arcadi ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Asymmetric Synthesis ◽  
Cinchona Alkaloids ◽  
Predominant Role ◽  
Synergistic Catalysis ◽  
Proline Derivatives ◽  
Catalytic Cycles ◽  
Creativity And Innovation ◽  
Acting In Concert ◽  
Phosphoric Acids

Since the beginning of the millennium, organocatalysis has been gaining a predominant role in asymmetric synthesis and it is, nowadays, a foundation of catalysis. Synergistic catalysis, combining two or more different catalytic cycles acting in concert, exploits the vast knowledge acquired in organocatalysis and other fields to perform reactions that would be otherwise impossible. Merging organocatalysis with photo-, metallo- and organocatalysis itself, researchers have ingeniously devised a range of activations. This feature review, focusing on selected synergistic catalytic approaches, aims to provide a flavor of the creativity and innovation in the area, showing ground-breaking examples of organocatalysts, such as proline derivatives, hydrogen bond-mediated, Cinchona alkaloids or phosphoric acids catalysts, which work cooperatively with different catalytic partners.

ChemInform Abstract: Asymmetric Synthesis Using Polymer-Immobilized Proline Derivatives

ChemInform ◽  
2012 ◽  
Vol 43 (17) ◽  
pp. no-no
Author(s):  
Michelangelo Gruttadauria ◽  
Francesco Giacalone ◽  
Renato Noto
Keyword(s):  
Asymmetric Synthesis ◽  
Proline Derivatives

Catalytic Asymmetric Synthesis of α-Quaternary Proline Derivatives by 1,3-Dipolar Cycloaddition of α-Silylimines

2012 ◽  
Vol 124 (35) ◽  
pp. 8984-8988 ◽  
Author(s):  
Jorge Hernández-Toribio ◽  
Silvia Padilla ◽  
Javier Adrio ◽  
Juan C. Carretero
Keyword(s):  
Asymmetric Synthesis ◽  
Dipolar Cycloaddition ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric ◽  
Proline Derivatives

Asymmetric synthesis towards (3Z,6R)-3-methyl-6-isopropenyl-3,9-decadien-1-yl acetate, a component of the California red scale pheromone

1985 ◽  
Vol 63 (11) ◽  
pp. 2844-2852 ◽  
Author(s):  
Mark Whittaker ◽  
Colin R. McArthur ◽  
Clifford C. Leznoff
Keyword(s):  
Sex Pheromone ◽  
Asymmetric Synthesis ◽  
Acid Hydrolysis ◽  
Base Hydrolysis ◽  
Addition Reactions ◽  
Tert Butyl ◽  
Mild Hydrolysis

The key chiral synthons, (R)-3-isopropenyl-6-heptenoic acid and (R)-3-isopropenyl-6-heptenal, needed for the synthesis of (3Z,6R)-3-methyl-6-isopropenyl-3,9-decadien-1-yl acetate, a component of the sex pheromone of the California red scale, Aonidiellaaurantii, have been prepared by asymmetric synthesis. The chiral acid was synthesized in 86% ee by an asymmetric 1,4-addition of isopropenylmagnesium bromide to the l-ephedrine amide derived from (E)-2,6-heptadienoic acid, followed by base hydrolysis. Acid hydrolysis gave the chiral 3-(3-buten-1-yl)-4,4-dimethylbutyrolactone. The chiral aldehyde was prepared in greater than 99% ee by an asymmetric 1,4-addition of isopropenylmagnesium bromide to the imine derived from (S)-(+)-tert-butyl 2-amino-3,3-dimethylbutyrate and (E)-2,6-heptadienal. The 1,4-addition reactions of n-butyllithium or isopropenyllithium to (4S,5S)-(+)-2-[1-(E-1,5-hexadienyl)]-4-methoxymethyl-5-phenyl-2-oxazoline gave the addition products, and sequential mild hydrolysis and reduction of these adducts yielded chiral 3-n-butyl-6-hepten-1-ol for the former adduct but a mixture of products was obtained from the latter adduct.

ChemInform Abstract: Dual Organocatalytic Activation of Isatins and Formaldehyde tert-Butyl Hydrazone: Asymmetric Synthesis of Functionalized 3-Hydroxy-2-oxindoles.

ChemInform ◽  
2013 ◽  
Vol 44 (46) ◽  
pp. no-no
Author(s):  
David Monge ◽  
Ana M. Crespo-Pena ◽  
Eloisa Martin-Zamora ◽  
Eleuterio Alvarez ◽  
Rosario Fernandez ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Tert Butyl

Efficient Asymmetric Synthesis of (2R,3R)-3-{(1R)-1-[tert-Butyl(dimethyl)-siloxy]ethyl}-4-oxoazetidin-2-yl Acetate

Synthesis ◽  
2011 ◽  
Vol 2011 (04) ◽  
pp. 555-562 ◽  
Author(s):  
Fen-Er Chen ◽  
Hui-Fang Dai ◽  
Jian-Ping Huang ◽  
Lei Zhao ◽  
Shuang-Xi Gu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Tert Butyl
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