A novel class of synthetically important glycidic esters has been obtained via an asymmetric epoxidation of trans-alpha-cyano-alpha,beta-unsaturated esters catalysed by a multifunctional Cinchona alkaloidderived thiourea/tert-butyl hydroperoxide (TBHP) system. The glycidic esters, isolated in excellent yield with complete trans-diastereocontrol and high enantioselectivity, proved to be versatile building blocks to access challenging small targets bearing a quaternary stereocenter.
Tunable Cinchona-Based Thioureas-Catalysed Asymmetric Epoxidation to Synthetically Important Glycidic Ester Derivatives
MENINNO, SARA;LATTANZI, Alessandra
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2017-01-01
Abstract
A novel class of synthetically important glycidic esters has been obtained via an asymmetric epoxidation of trans-alpha-cyano-alpha,beta-unsaturated esters catalysed by a multifunctional Cinchona alkaloidderived thiourea/tert-butyl hydroperoxide (TBHP) system. The glycidic esters, isolated in excellent yield with complete trans-diastereocontrol and high enantioselectivity, proved to be versatile building blocks to access challenging small targets bearing a quaternary stereocenter.File in questo prodotto:
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