Tetrahedron

New mannose-derived ketones as organocatalysts for enantioselective dioxirane-mediated epoxidation of arylalkenes. Part 3: Chiral ketones from sugars

JM Vega-Pérez, I Periñán, M Vega-Holm, C Palo-Nieto…

文献索引：Vega-Perez, Jose M.; Perinan, Ignacio; Vega-Holm, Margarita; Palo-Nieto, Carlos; Iglesias-Guerra, Fernando Tetrahedron, 2011 , vol. 67, # 37 p. 7057 - 7065

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被引用次数: 9

摘要

New d-arabino-hexopyranosid-3-uloses were synthesized by a simple method from mannopyranoside derivatives. The common skeleton possesses a tunable alkoxy group as steric sensor on carbon 2 of the sugar. The new ketones were employed in the dioxirane- mediated epoxidation of a range of trans-and trisubstituted arylalkenes giving enantiomeric excesses from low to good (30–90%). The effect of the size of the steric sensor on the ...