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RETENTION AND APPARENT INVERSION DURING AZIDE DISPLACEMENT OF ALPHA-TRIFLATES OF 1,5-LACTONES

Abstract:

Reactions of azide ion with 2-O-trifluoromethanesulphonates of both 34:67-di-O-isopropylidene-D-glycero-D-talo-hepton-0-15-lactone and of 34;67-di-O-isopropylidene-D-glycero-D-galacto-heptono-1-5-lactone give predominantly 2-azido-2-deoxy-3 4:6 7-di-O-isopropylidene-D-glycero-D-galacto 5-lactone initially which then isomerises under the reaction conditions to 2-azido-2-deoxy-34:67-di-O-isopropylidene-Dglycerol-D-talo-heptono-1 X-ray crystal structure analyses of 34;67-di-O-isopropylidene-D-gl...

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Publication status:
Published

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Journal:
TETRAHEDRON
Volume:
46
Issue:
1
Pages:
19-32
Publication date:
1990-01-01
DOI:
ISSN:
0040-4020
URN:
uuid:ee047bcd-4c93-4025-bf82-6788666ab797
Source identifiers:
43320
Local pid:
pubs:43320
Language:
English

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