Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5215768 | Tetrahedron | 2014 | 9 Pages |
Abstract
A pair of novel chiral auxiliaries SAMIQ/RAMIQ was synthesized from l- or d-phenylalanine methyl ester hydrochloride over six steps in 45.8% and 44.4% yield, respectively. The SAMIQ-/RAMIQ-hydrazone methodology was applied for the asymmetric Michael addition of ketones to α,β-unsaturated carboxylic acid methyl esters, which afforded 3-substituted-5-oxo-alkanoates in moderate to good yield (65-82%) with excellent enantioselectivity (ee=95.3%â¼>99.5%).
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Xuan Pan, Zhanzhu Liu,