A new convenient route to enantiopure 2-coumarinyloxypropanals: application to the synthesis of optically active geiparvarin analogues

2006 ◽  
Vol 47 (14) ◽  
pp. 2405-2408 ◽  
Author(s):  
Stefano Chimichi ◽  
Marco Boccalini ◽  
Giancarlo Cravotto ◽  
Ornelio Rosati
Keyword(s):  
Optically Active ◽  
Convenient Route

A Convenient Route to Optically Active ?-Substituted ?-Lactones.

ChemInform ◽  
2005 ◽  
Vol 36 (21) ◽  
Author(s):  
Anil V. Karnik ◽  
Sudhir T. Patil ◽  
Subodh S. Patnekar ◽  
Abha Semwal
Keyword(s):  
Optically Active ◽  
Convenient Route

A convenient route to optically active γ-substituted γ-lactones

2004 ◽  
Vol 28 (12) ◽  
pp. 1420-1422 ◽  
Author(s):  
Anil V. Karnik ◽  
Sudhir T. Patil ◽  
Subodh S. Patnekar ◽  
Abha Semwal
Keyword(s):  
Optically Active ◽  
Convenient Route

scholarly journals Enantioselective terpolymerization of racemic andmeso-epoxides with anhydrides for preparation of chiral polyesters

2020 ◽  
Vol 117 (27) ◽  
pp. 15429-15436
Author(s):  
Jie Li ◽  
Ye Liu ◽  
Wei-Min Ren ◽  
Xiao-Bing Lu
Keyword(s):  
Crystallization Behavior ◽  
Random Distribution ◽  
Main Chain ◽  
Glycidyl Ether ◽  
Catalyst System ◽  
Optically Active ◽  
The Other ◽  
Cyclohexene Oxide ◽  
Convenient Route ◽  
Butyl Glycidyl Ether

The preparation of stereochemistry- and sequence-defined polymers, in which different monomer units are arranged in an ordered fashion just like biopolymers, is of great interest and has been a long-standing goal for chemists due to the expectation of unique macroscopic properties. Here, we describe the enantioselective terpolymerization of racemic terminal epoxides,meso-epoxides, and anhydrides mediated by the privileged chiral dinuclear Al(III) catalyst system, to afford optically active polyester terpolymers with either gradient or random distribution as determined by the epoxides employed during their preparation. The enantioselective terpolymerization of racemictert-butyl glycidyl ether (rac-TBGE) and cyclopentene oxide with phthalic anhydride (PA) or naphthyl anhydride (NA) gives novel gradient polyesters, in which the crystallization behavior varies continuously along the main chain, due to the decrement of one ester component and the increment of the other occurring sequentially from one chain end to the other. In contrast, the enantioselective terpolymerization ofrac-TBGE andmeso-epoxide (cyclohexene oxide, 3,4-epoxytetrahydrofuran, or 1,4-dihydronaphthalene oxide) with an anhydride (PA or NA) provided chiral statistical terpolyesters with the random distribution of two kinds of ester units, resulting in a material possessing a mixed glass transition temperature. The present study therefore provides a convenient route to chiral polyesters bearing a range of physical and degradability properties.

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