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Synthesis of a chiral 1,7-dioxaspiro[5,5]undecene. A model for the spiroacetal subunit of avermectin B1a

✍ Scribed by Stephen Hanessian; Antonio Ugolini

Publisher: Elsevier Science
Year: 1984
Tongue: English
Weight: 820 KB
Volume: 130
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(84)85284-2

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✦ Synopsis

The stereocontrolled synthesis of a chiral, polyhydroxy 1,7-dioxaspiro-~~,5]undece~e from D-glucose is described. The bicyclic system with a different pattern of substi~tion can be found in a number of biologically important natural products such as the avermectins and the milbemycins.

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