Tetrahedron

Influence of α-methyl substitution of proline-based organocatalysts on the asymmetric α-oxidation of aldehydes

STA Tong, MA Brimble, D Barker

文献索引：Tong, Sok-Teng (Amy); Brimble, Margaret A.; Barker, David Tetrahedron, 2009 , vol. 65, # 25 p. 4801 - 4807

全文：HTML全文

被引用次数: 15

摘要

The direct asymmetric organocatalytic α-oxidation of aldehydes using trans-2-(p- methylphenylsulfonyl)-3-phenyloxaziridine is reported. This method affords the S isomer of α- hydroxy aldehydes, thereby complementing the selectivity for the R isomer observed using the two-step nitrosobenzene method. Use of α-methylproline and α-methylproline tetrazole significantly increases the enantioselectivity observed for the α-oxidation of aldehydes ...