Synthesis of spirocyclic β-methylene-γ-lactone utilizing hydroxymethylation of functionalized allylsilane
-
Add time:08/14/2019 Source:sciencedirect.com
A new spiro-β-methylene-γ-lactone annulation reaction is addressed for the synthesis of 4-methylene-2-oxaspiro[4.5]decan-1-one and its derivatives. 2-Cyclohexylidene-3-trimethylsilylprop-1-yl pivalate, obtained from cyclohexanone, was hydroxymethylated followed by desilylation to afford 2-[(1-hydroxymethyl)cyclohexyl]prop-2-en-1-yl pivalate and its -1-en-1-yl isomer. The former was oxidized to carboxylic acid followed by lactonization to the above compound. It was found that the stereochemistry of the hydroxymethylation reaction depends on the substituent on the cyclohexane ring.
We also recommend Trading Suppliers and Manufacturers of 1-Oxaspiro[3.5]nonan-2-one, 3-methylene- (cas 135638-62-9). Pls Click Website Link as below: cas 135638-62-9 suppliers
Prev:Enantiomeric synthesis of l- (or 1S,2R,3S,5S)-bicarbocyclic[3.1.0] nucleosides
Next:α-Alkylidene-γ-butyrolactone synthesis via one-pot C–H insertion/olefination: substrate scope and the total synthesis of (±)-cedarmycins A and B) - 【Back】【Close 】【Print】【Add to favorite 】
- Related Information
- Synthesis of oxaspiro[m.n] skeletons based on the Nicholas reaction08/17/2019
- Stereoselective carbon–carbon bond forming reactions of chiral cyclopent-2-enone and cyclopentene-1-methanol, both spiro-connecting a 1,2:5,6-di-O-isopropylidene-α-d-glucofuranosyl ring08/16/2019
- α-Alkylidene-γ-butyrolactone synthesis via one-pot C–H insertion/olefination: substrate scope and the total synthesis of (±)-cedarmycins A and B08/15/2019
