Abstract
The first highly Z-selective olefination of acylgermanes with ynolates affording multisubstituted alkenylgermanes was achieved. The torquoselectivity was ascribed to the hyperconjugative effect of C-Ge bonds in the transition state. The resulting (Z)-β-trialkylgermylacrylic acid has a hypervalent structure, which was converted into novel germalactones. A stereochemical complementary olefination via protonation of the β-lactone enolate, followed by decarboxylation, was also achieved.
Original language | English |
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Pages (from-to) | 4271-4277 |
Number of pages | 7 |
Journal | Tetrahedron |
Volume | 63 |
Issue number | 20 |
DOIs | |
Publication status | Published - May 14 2007 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry