KETALS OF L-RHAMNOHEPTONOLACTONES - POTENTIAL MIMICS OF L-RHAMNOSE

Isopropylidene and cyclohexylidene ketals of γ- and δ-heptonolactones derived from Kiliani ascensions of protected L-rhamnose may constitute suitable intermediates for the preparation of mimics of L-rhamnose. The X-ray crystal structure of 7-deoxy-3,4-O-isopropylidene-L-glycero-L-galacto-heptono-1,5...

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Hlavní autoři: Wheatley, J, Beacham, A, Lilley, P, Watkin, D, Fleet, G
Médium: Journal article
Jazyk:English
Vydáno: 1994
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Shrnutí:Isopropylidene and cyclohexylidene ketals of γ- and δ-heptonolactones derived from Kiliani ascensions of protected L-rhamnose may constitute suitable intermediates for the preparation of mimics of L-rhamnose. The X-ray crystal structure of 7-deoxy-3,4-O-isopropylidene-L-glycero-L-galacto-heptono-1,5-lactone provides an example of a δ-lactone in a boat conformation with a substituent in a flagpole position. The size of ring in the lactones is completely consistent with Hudson's classical lactone rotation rule of 1910. © 1994.