Autor: |
Müller DS; Department of Chemistry, University of California, Irvine , 1102 Natural Sciences II, Irvine, California 92697-2025, United States., Untiedt NL, Dieskau AP, Lackner GL, Overman LE |
Jazyk: |
angličtina |
Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2015 Jan 21; Vol. 137 (2), pp. 660-3. Date of Electronic Publication: 2015 Jan 13. |
DOI: |
10.1021/ja512527s |
Abstrakt: |
A new concise construction of trans-clerodane diterpenoids is reported in which oxacyclic and trans-hydronaphthalene fragments are coupled, and the critical C9-quaternary carbon stereocenter formed stereoselectively, by 1,6-addition of a tertiary cuprate or a tertiary carbon radical to β-vinylbutenolide. This strategy is specifically illustrated by total syntheses of (-)-solidagolactone (4), (-)-16-hydroxycleroda-3,13-dien-15,16-olide (5, PL3), and (-)-annonene (6). |
Databáze: |
MEDLINE |
Externí odkaz: |
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