化学
对称化
衍生工具(金融)
产量(工程)
戒指(化学)
立体化学
绝对构型
水解
丙烷
脂肪酶
药物化学
催化作用
有机化学
酶
对映选择合成
材料科学
金融经济学
经济
冶金
作者
Sachiho Miyata,Takuya Kumamoto,Tsutomu Ishikawa
标识
DOI:10.1002/hlca.200790144
摘要
Abstract Porcine pancreas lipase‐catalyzed hydrolysis of symmetrical 2‐(ethoxycarbonyl)propane‐1,3‐diyl dihexanoate, under the modified conditions of the Seebach protocol, afforded a desymmetrized monohexanoate in 40–51% yield with 91–94% ee, even in a gram‐scale reaction. The absolute configuration of a half‐hydrolyzed (−)‐product was determined to be ( R ) by conversion to a known 2‐methylpropane‐1,3‐diol derivative. Samarium iodide‐induced radical cyclization of 2‐oxo‐3‐phenylethylamine with a C 4 unit on the N‐atom, derived from the racemic monohexanoate, afforded a 3‐phenylpiperidine derivative as a model construction of the A–D ring system of lysergic acid.
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