## Abstract A novel and general synthesis of δ‐lactones from glutaraldehyde is described. The dialdehyde is first reacted with an alkyl or substituted alkyl __Grignard__ reagent to afford a δ‐hydroxyaldehyde in good yield. These aldehydes exist preferentially in the cyclic hemiacetal form (δ‐lactol
A new synthesis of δ-lactones from oxetanes
✍ Scribed by Masahiko Yamaguchi; Keisuke Shibato; Ichiro Hirao
- Book ID
- 104242706
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 224 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Oxetanes were reacted with lithium enolates generated from esters or amides in the presence of boron trifluoride etherate to give S-hydroxyes-ters or amides in high yield, which were hydrolyzed and converted to 6-lactones.
Lactones are one of the most familiar class of compounds in organic chemistry
1)
and many methods were reported for the synthesis of the compounds
📜 SIMILAR VOLUMES
A series of S-lactone (1 and Z), oxetane (3) and azetidinone (4 and 5) analogs were prepared from the HMG CoA synthase inhibitor L-659.699 ((E,E)-ll-[3'R-~ydymethyl)-4'-oxo-2'R-oxetanyl]-3,5,7Rtrimethyl-2,4-undecadienoic acid1v2), which maintained the truns relationship of the ring side chains. The
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