We present the crystal and molecular structure of two key compounds of a ne
w synthesis strategy for isomers of natural (2S,3R,4S)-4-hydroxyisoleucines
, 2,3,5,6,7,8-hexahydro-3-(1-hydroxy-1-methyl-2-oxopropyl)-6,8-methano-7,7,
8a-trimethyl-5H-1,4-benzoxazin-2-one, C16H23NO4, and 2,3,5,6,7,8-hexahydro-
3-(1-methyl-2-oxopropyl)-6,8-methano-7,7,8a-trimethyl-5H-1,4-benzoxazin-2-o
ne, C16H23NO3. A new optically pure chiral oxazinone auxiliary derived from
(1R,2R,5R)-2-hydroxypinan-3-one was used.