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A stereoselective synthesis of (±)-homogynolide-B

✍ Scribed by Adusumilli Srikrishna; Sankuratri Nagaraju; Somepalli Venkateswarlu

Book ID
103404510
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
279 KB
Volume
35
Category
Article
ISSN
0040-4039

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ChemInform Abstract: A Formal Total Synt
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A Formal Total Synthesis of (±)-Homogynolide-B. -The key intermediate keto ketals (III) and (IV), derived from ester (I), are further converted in a separate way to the target spirolactone (XIII), the Greene's precursor of homogynolide-B. The 5-exo-dig radical cyclization of the bromo acetal (X) fo

Direct approach to the bakkanes: A synth
Direct approach to the bakkanes: A synthesis of (±)-homogynolide-B
✍ Fernando Coelho; Jean-Pierre Deprés; Timothy J. Brocksom; Andrew E. Greene 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 159 KB

A short synthesis of racemic homogynolide-B is described. The key step of the approach, cycloaddition of dichloroketene with the 2,2-dimethyltrimethylene acetal of 2,3-dimethyl-3-cyclohexen-l-one, proceeds with excellent selectivity and in high yield. The bakkanes, a relatively small group of hydri