Department of Chemistry, University of California, Davis, One Shields Av, Davis, CA 95616, USA.
Chem Asian J. 2011 Aug 1;6(8):2022-7. doi: 10.1002/asia.201100452. Epub 2011 Jul 12.
The range and scope of the oxidative oxazoline-oxazinone rearrangement-hydrogenation sequence (OOOH)--a short, direct asymmetric synthesis of α-amino acids from carboxylic acids--was explored. The highest yet reported diastereoselectivity for hydrogenation of the oxazinone C=N bond (d.r.=>80:1) is disclosed and rationalized with the aid of ab initio molecular calculations.
探索了氧化恶唑啉-恶嗪酮重排-氢化序列（OOOH）的范围和范围——从羧酸直接不对称合成α-氨基酸的短程方法。报道了迄今为止报道的最高的恶嗪酮 C=N 键氢化的非对映选择性（d.r. => 80:1），并借助从头算分子计算进行了合理化。
