Abstract
1,1-Dicarbonyl- (ester, ketone, lactone) substituted alkenes are prepared from the corresponding saturated 1-phenylsulfinyl derivatives. These are formed from precursor sulfides, which can be efficiently prepared either by oxidation of β-hydroxy-α-phenylsulfenylcarbonyl compounds or direct acylation of α-phenylsulfenyl enolate anions with acid chlorides. Some of the title compounds can be isolated and then reacted while others are generated and reacted in situ in a Diels-Alder fashion with cyclopentadiene. Endo-exo selectivities are discussed.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 4152-4156 |
| Number of pages | 5 |
| Journal | Journal of Organic Chemistry |
| Volume | 47 |
| Issue number | 21 |
| DOIs | |
| State | Published - 1982 |