HIGHLY ENANTIOSPECIFIC AND ERYTHRO-SELECTIVE [2,3]-WITTIG REARRANGEMENT OF ENANTIOMERICALLY-ENRICHED ALLYLIC BENZYL ETHERS. A NEW, FORMAL CHIRAL SYNTHESIS OF l-EPHEDRINE
- 5 February 1984
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 13 (2) , 259-262
- https://doi.org/10.1246/cl.1984.259
Abstract
The [2,3]-Wittig rearrangement of chiral (Z)-allylic benzyl ethers provides 94–97% of asymmetric transfer (enantiospecificity), along with 90–96% of erythroselectivity. Its synthetic potential is illustrated through the stereocontrolled synthesis of an optically-active precursor of l-ephedrine.This publication has 11 references indexed in Scilit:
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