An efficient and practical preparation of optically active syn-1-vinyl-2-amino alcohol derivatives by the regio- and diastereoselective addition reaction of (γ-alkoxyallyl)titaniums with chiral imines. Formal synthesis of statine

2000 ◽  
Vol 41 (29) ◽  
pp. 5561-5565 ◽  
Author(s):  
Sentaro Okamoto ◽  
Kohki Fukuhara ◽  
Fumie Sato
Keyword(s):  
Amino Alcohol ◽  
Addition Reaction ◽  
Optically Active ◽  
Formal Synthesis ◽  
Diastereoselective Addition ◽  
Chiral Imines

ChemInform Abstract: Diastereoselective Addition Reaction of Optically Active Alcohols and Amines to λ3-Iminophosphines.

ChemInform ◽  
1989 ◽  
Vol 20 (25) ◽  
Author(s):  
L. N. MARKOVSKII ◽  
V. D. ROMANENKO ◽  
A. V. RUBAN ◽  
A. B. DRAPAILO ◽  
M. MIKOLAICHIK ◽  
...  
Keyword(s):  
Addition Reaction ◽  
Optically Active ◽  
Diastereoselective Addition

Stereoselective Addition Reaction of Organolithium Reagents to Chiral Imines Derived fromerythro-2-Amino-1,2-diphenylethanol

1995 ◽  
Vol 24 (3) ◽  
pp. 235-236 ◽  
Author(s):  
Yukihiko Hashimoto ◽  
Kazuo Takaoki ◽  
Atsushi Sudo ◽  
Tsuneo Ogasawara ◽  
Kazuhiko Saigo
Keyword(s):  
Addition Reaction ◽  
Stereoselective Addition ◽  
Organolithium Reagents ◽  
Chiral Imines

ChemInform Abstract: A Formal Synthesis of Optically Active Clavicipitic Acids, Unusual Azepinoindole-Type Ergot Alkaloids.

ChemInform ◽  
2010 ◽  
Vol 31 (1) ◽  
pp. no-no
Author(s):  
Hirofumi Shinohara ◽  
Tsutomu Fukuda ◽  
Masatomo Iwao
Keyword(s):  
Ergot Alkaloids ◽  
Optically Active ◽  
Formal Synthesis

Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters

Synlett ◽  
2019 ◽  
Vol 30 (14) ◽  
pp. 1693-1697
Author(s):  
Diao Chen ◽  
Jian-Guo Liu ◽  
Xu Zhang ◽  
Ming-Hua Xu
Keyword(s):  
Catalytic System ◽  
Mandelic Acid ◽  
Optically Active ◽  
Antiplatelet Drug ◽  
Reaction Conditions ◽  
Formal Synthesis ◽  
Arylboronic Acids ◽  
Synthetic Utility ◽  
Enantioselective Addition ◽  
Acid Esters

A rhodium-catalyzed enantioselective addition of glyoxylates to arylboronic acids promoted by a simple chiral sulfinamide-based olefin ligand under mild reaction conditions is described. The reaction provides access to a variety of optically active substituted mandelic acid esters in good yields with up to 83% ee. The catalytic system is also applicable to pyruvate addition. The synthetic utility of this method is highlighted by a formal synthesis of the antiplatelet drug clopidogrel.

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