ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE CYCLOHEXENOL DERIVATIVES VIA HIGHLY STEREOSELECTIVE REDUCTION OF (R)-3-(p-t-BUTYLPHENYLTHIO) CYCLOHEXAN-1-ONE

1982 ◽  
Vol 11 (6) ◽  
pp. 899-902 ◽  
Author(s):  
Keisuke Suzuki ◽  
Akihiko Ikegawa ◽  
Teruaki Mukaiyama
Keyword(s):  
Asymmetric Synthesis ◽  
Optically Active ◽  
Stereoselective Reduction

Isoxazolinium Salts in Asymmetric Synthesis. 1. Stereoselective Reduction Induced by a 3’-Alkoxy Stereocentre. A New Approach to Polyfunctionalized β-Amino Acids* [1, 2]

2004 ◽  
Vol 59 (4) ◽  
pp. 451-467 ◽  
Author(s):  
Marco Henneböhle ◽  
Pierre-Yves Le Roy ◽  
Matthias Hein ◽  
Rudolf Ehrler ◽  
Volker Jäger
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Catalytic Hydrogenation ◽  
Optically Active ◽  
Side Chain ◽  
Reduction Step ◽  
One Pot ◽  
New Approach ◽  
Stereoselective Reduction

AbstractA new approach to optically active N-methylamino acids is presented, relying on stereoselective reduction of N-methylisoxazolinium salts with a dioxyethyl side-chain. The diastereoselectivity of the reduction step is studied systematically, in comparison with that of respective isoxazolines. A two-step transformation of isoxazolinium salts - with NaBH3(OAc) and subsequent catalytic hydrogenation as well as a one-pot reduction by catalytic hydrogenation led to high (95:5 and 87:13) diastereomeric ratios of protected erythro-N-methylaminopentanetriols. The hydroxyethyl side-chain is elaborated by oxidation to afford the β -N-methylamino acid 37, exemplifying the potential of this strategy.

Central–axial–central chirality transfer: asymmetric synthesis of highly substituted indenes bearing a stereogenic quaternary carbon center from optically active propargyl alcohols

2015 ◽  
Vol 51 (2) ◽  
pp. 380-383 ◽  
Author(s):  
Masahiro Egi ◽  
Kaori Shimizu ◽  
Marin Kamiya ◽  
Yuya Ota ◽  
Shuji Akai
Keyword(s):  
Asymmetric Synthesis ◽  
Optically Active ◽  
Quaternary Carbon ◽  
Chirality Transfer ◽  
Propargyl Alcohols

An asymmetric synthesis of highly substituted indenes has been developed via the central–axial–central chirality transfer from optically active propargyl alcohols.

Regio- and stereoselective reduction of bicyclic imides for the asymmetric synthesis of highly substituted pyrrolidines

Tetrahedron ◽  
1993 ◽  
Vol 49 (18) ◽  
pp. 3781-3792 ◽  
Author(s):  
Pierre Deprez ◽  
Jacques Royer ◽  
Henri-Philippe Husson
Keyword(s):  
Asymmetric Synthesis ◽  
Stereoselective Reduction

Asymmetric synthesis of optically active 6-thiaestrogens

2010 ◽  
Vol 91 (7) ◽  
pp. 861-868 ◽  
Author(s):  
W. M. B. Könst ◽  
W. N. Speckamp ◽  
H. O. Houwen ◽  
H. O. Huisman
Keyword(s):  
Asymmetric Synthesis ◽  
Optically Active

ASYMMETRIC SYNTHESIS VIA POLYMER-ATTACHED OPTICALLY ACTIVE CATALYSTS

1980 ◽  
Vol 333 (1 Transition Me) ◽  
pp. 35-44 ◽  
Author(s):  
J. K. Stille ◽  
S. J. Fritschel ◽  
N. Takaishi ◽  
T. Masuda ◽  
H. Imai ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Optically Active
Sign in / Sign up

Export Citation Format

Share Document