Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5284726 | Tetrahedron Letters | 2006 | 5 Pages |
Abstract
Novel aza-paracyclophane-oxazoline catalysts 4, 5 were produced from Vögtle's Rp-2-cyano-aza-paraclycophane and amino alcohols reacted with zinc chloride followed by m-chloroperbenzoic acid. 4â²-Benzyl and tert-butyl-S and R-oxazoline variants were produced and explored as catalysts for asymmetric allylation of aldehydes using trichloroallylsilane. With Rp,S-4a (R = tert-butyl) (1.5 mol %) aromatic aldehydes reacted with high yields and selectivities, as with benzaldehyde (95%, 93% ee). Rp,S-4b (R = benzyl) was superior with dihydrocinnamaldehyde (77%, 85% ee).
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Qiang Chai, Chun Song, Zhijun Sun, Yudao Ma, Chanqin Ma, Yong Dai, Merritt B. Andrus,