Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5265738 | Tetrahedron Letters | 2012 | 4 Pages |
Abstract
Unexpected high levels of diastereoconvergence (dr >15:1) were observed in the addition of a series of Grignard reagents in THF to d-xylose-derived t-BS aldimines 2a,b affording (SS,5R)- and (RS,5R)-adducts. This anomaly was absent when using ethereal solutions of organometallic reagents, revealing the subtle solvent effects. This study illustrates the scope and limitations of N-t-BS imine chemistry in complex systems.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Bing Wang, Pei-Pei Zhang,