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

Autor:	Rolland, Marc, Kassem, Tarek, Rolland, Valérie, Martinez, Jean
Zdroj:	Acta Crystallographica: Section C (Wiley-Blackwell); Dec2001, Vol. 57 Issue 12, p1415-1417, 3p
Abstrakt:	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-oxo­propyl­idene)-5 H-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-5 H-1,4-benzoxazin-2-one, C16H25NO3, (V). These compounds are two of the four key intermediates in our synthetic route to (2 R,3 R,4 R)-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 (1 R,2 R,5 R)-2-hydroxy­pinan-3-one. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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