Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5221189 | Tetrahedron | 2012 | 10 Pages |
Abstract
Isopropyl, ethyl, and methyl 2-(2-benzothiazolylsulfinyl)acetates have been found to be useful synthetic reagents for sulfinyl-Knoevenagel reaction with various aldehydes to give directly the corresponding 4-hydroxyalk-2-enoates [Râ²CH(OH)CHCHCO2R], which are ubiquitous structures in biologically active natural products and useful building blocks for organic synthesis of chiral compounds. From the optically pure (R)-2-(2-benzothiazolylsulfinyl)acetates (>99% ee) prepared by the enzymatic kinetic resolution of (±)-2-(2-benzothiazolylsulfinyl)acetates, optically active 4-hydroxyalk-2-enoates (up to 91% ee) have been obtained in good yields.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Zhenjun Du, Toshihiro Kawatani, Kazuhide Kataoka, Rikiya Omatsu, Junzo Nokami,