Weiner Barbara, Baeza Alejandro, Jerphagnon Thomas, Feringa Ben L
Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
J Am Chem Soc. 2009 Jul 15;131(27):9473-4. doi: 10.1021/ja902591g.
A new method for the synthesis of beta(3)-amino acids is presented. Phthalimide protected allylic amines are oxidized under Wacker conditions selectively to aldehydes using PdCl(2) and CuCl or Pd(MeCN)(2)Cl(NO(2)) and CuCl(2) as complementary catalyst systems. The aldehydes are produced in excellent yields and exhibit a large substrate scope. Beta-amino acids and alcohols are synthesized by oxidation or reduction and subsequent deprotection.
介绍了一种合成β(3)-氨基酸的新方法。使用PdCl(2)和CuCl或Pd(MeCN)(2)Cl(NO(2))和CuCl(2)作为互补催化剂体系，在瓦克条件下将邻苯二甲酰亚胺保护的烯丙胺选择性氧化为醛。醛的产率很高，且底物范围广泛。通过氧化或还原以及随后的脱保护反应合成β-氨基酸和醇。
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