Full stereochemical understanding in a new (2R,3R,4R)-4-hydroxyisoleucine synthesis

被引:2
|
作者
Rolland, M
Kassem, T
Rolland, V
Martinez, J
机构
[1] Univ Montpellier I, Lab Aminoacides Peptides & Prot, Fac Pharm, CNRS,UMR 5810, F-34060 Montpellier 2, France
[2] Univ Montpellier 2, Lab Aminoacides Peptides & Prot, Fac Pharm, CNRS,UMR 5810, F-34060 Montpellier 2, France
来源
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY | 2001年 / 57卷 / 12期
关键词
D O I
10.1107/S0108270101014597
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We present the crystal and molecular structures of 2,3,6,7,8,8a-hexahydro-6,8-methano-7,7,8a-trimethyl-3-(1-methyl-2-oxo- propylidene)-5H-1,4-benzoxazin-2-one, C16H21NO3, (III), and 2,3,6,7,8,8a-hexahydro-3-(2-hydroxy-1-methylpropyl)-6,8-methano-7,7,8a-trimethyl-5H-1,4-benzoxazin-2-one, C16H25NO3, (V). These compounds are two of the four key intermediates in our synthetic route to (2R,3R,4R)-4-hydroxyisoleucine. The two structures provide a full understanding of the stereochemistry in successive steps. This synthesis was based on a new optically pure chiral oxazinone auxiliary derived from (1R,2R,5R)-2-hydroxypinan-3-one.
引用
收藏
页码:1415 / 1417
页数:3
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