Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution.

Asymmetric autocatalysis: triggered by chiral isotopomer arising from oxygen isotope substitution.

Angewandte Chemie (International ed. in English) (2011-07-16)

Tsuneomi Kawasaki, Yasushi Okano, Etsuharu Suzuki, Shizuka Takano, Shotaro Oji, Kenso Soai

摘要

Trigger happy: chiral oxygen isotopomers of hydrobenzoin ([(18)O](R)-1 and [(18)O](S)-1) acted as chiral triggers to induce the enantioselective addition of iPr(2)Zn to pyrimidine-5-carbaldehyde. An extremely small chiral influence arising from the presence of the oxygen isotope ((18)O) is amplified through asymmetric autocatalysis to enantioenrich the 5-pyrimidyl alkanol product.

材料

產品編號

品牌

產品描述

B8681

Sigma-Aldrich

安息香, 98%

399396

Sigma-Aldrich

安息香, purified by sublimation, ≥99.5%