Improved Synthesis of and Nucleophilic Addition to 2-Formyl-2-Cyclohexenone.
Tetrahedron Lett
; 56(2): 386-389, 2015 Jan 08.
Article
in En
| MEDLINE
| ID: mdl-25593375
ABSTRACT
A preparation of 2-formyl-2-cyclohexenone in nearly quantitative yield and purity of approximately 95% is described. It is scalable and has been extended to the synthesis of the 5- and 7-membered ring homologs with comparable yields. Conditions have also been developed for the successful conjugate addition of dimethylmalonate to 2-formyl-2-cyclohexenone, in good and scalable yield (60%). This result has been extended to 5 other nucleophile classes, and the dimethylmalonate conjugate addition has been demonstrated with 2-formyl-2-cyclopentenone and 2-formyl-2-cycloheptenone.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Tetrahedron Lett
Year:
2015
Document type:
Article