Abstract
Phenyl 1-(trimethylsilyl)propadienyl sulfide undergoes a hydroalumination with diisobutylaluminum hydride (DIBAH) or lithium butyl(diisobutyl)aluminum hydride (BL-DIBAH). The adduct anion derived from DIBAH is regioselectively trapped with carbonyl compounds at the position α to the phenylthio moiety to give 1,3-dienes as Peterson olefination products; the anion derived from BL-DIBAH is trapped at the position γ to the phenylthio moiety to give 3-buten-1-ols. Silylmetalation and stanylalumination on the same acceptor have been also briefly investigated as equivalent reactions.
Original language | English |
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Pages (from-to) | 51-56 |
Number of pages | 6 |
Journal | Bulletin of the Chemical Society of Japan |
Volume | 63 |
Issue number | 1 |
DOIs | |
Publication status | Published - 1990 |
All Science Journal Classification (ASJC) codes
- Chemistry(all)