Reactions of ozonides. V. Selective reduction of ozonides of 10-undecenoic acid derivatives by boranes
作者:
D. G. M. Diaper,
W. M. J. Strachan,
期刊:
Canadian Journal of Chemistry
(NRC Available online 1967)
卷期:
Volume 45,
issue 1
页码: 33-37
ISSN:0008-4042
年代: 1967
DOI:10.1139/v67-007
出版商: NRC Research Press
数据来源: NRC
摘要:
Borane–amine and tetrahydrofuran–borane adducts reduce 10-undecenoic acid ozonide and derivatives to 1,10-decanediol. Insufficient reagent allows selective reduction at the ozonide function, giving 10-hydroxydecanoic acid and derivatives through aldehyde intermediates. The reagents are not as selective as sodium borohydride. Thermochemical study shows an initial reaction step involving one molecule each of substrate and borane.
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