Totally Synthetic Routes to the Higher Monosaccharides
作者:
Samuel J. Danishefsky,
Michael P. DeNinno,
期刊:
Angewandte Chemie International Edition in English
(WILEY Available online 1987)
卷期:
Volume 26,
issue 1
页码: 15-23
ISSN:0570-0833
年代: 1987
DOI:10.1002/anie.198700151
出版商: Hüthig&Wepf Verlag
关键词: Monosaccharides;Synthetic methods;Carbohydrates;Heptoses
数据来源: WILEY
摘要:
AbstractThe evolution of a strategy to synthesize the title compounds is described. Three principal developments allowed realization of this goal: (1) the attainment of high margins of diastereofacial selectivity and regioselectivity in the construction of pyranoid systems via the Lewis acid‐catalyzed cyclocondensation reaction of activated dienes and aldehydes; (2) the exploitation of stereoselective reactions for functionalization of the pyranoid matrix; and (3) the discovery of stereoselective reactions for extending the chiral biases of pyranoid systems to newly emerging stereogenic centers on side chains. The coordination of these components in the synthesis of target systems of high biological interest is describe
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