Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 32, No. 9, 1991, pp.1757-1764
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5775
Diastereoselectivity in the Reaction of 3-Methyl-5-(methyl- or phenyl)isoxazol-4-yllithium and α,α’-Dimethylcycloalkanones

Cecilia Polo, Vicente Ramos, Tomás Torroba,* Matías L. Rodoríguez, Ricardo Bossio, Stefano Marcaccini, and Roberto Pepino

*Departmento de Quimica Orgánica. Facultd de Veter inaria, Universidad de Extremadura, 10071 Cáceres, Spain.


Addition of 3-methyl-4-lithio-5-(methyl- or phenyl)isoxazoles to stereoisomeric mixures of α,α’-dimethylcycloalkanones afforded meso 1S*,2R*,(5 or 6)S*-2,(5 or 6)-dimethyl-1-[3’-methyl-5’-(methyl- or phenyl)isoxazol-4’-yl]cycloalkan-1-ols. In one case none of meso form, but only the racemic 2,6-dimethyl-1-(3’-methyl-5’-phenylisoxazol-4’-yl)cyclohexan-1-ol was obtained. This compound showed restricted rotation phenomena at room temperature.