Highly selective 4-alkynoic acids synthesis via iron-mediated complete inversion of stereogenic carbon centers?
Organic Chemistry Frontiers Pub Date: 2014-02-19 DOI: 10.1039/C3QO00066D
Abstract
An Fe-catalyzed highly regio- and diastereoselective reaction of 4-ethynyloxetan-2-ones with different Grignard reagents affording alkynes 3 in good yields with absolute configuration of the β-carbon atom completely inverted has been developed. The optically active acids may be easily converted to esters, which may easily undergo desilylation and highly diastereoselective allenylation to afford optically active 4,5-allenoates with two chiral centers and one axial allene chirality.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4