Regiocontrol of nitrile oxide cycloadditions to allyl alcohols. Synthesis of 4-substituted and 4,4-disubstituted 5-hydroxymethyl-2-isoxazolines
β Scribed by Shuji Kanemasa; Masaki Nishiuchi; Eiji Wada
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 290 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
The well established high synthetic utility of 2?-isoxazolines is due to their synthetic equivalency of a wide variety of important functionalized building blocks such as P-hydroxy ketones+ fi-amino alcohols, cr,punsaturated ketones, and related functionalities.'
Nitrile oxide cyclctaddition offers the most useful access IO 2isoxnzoline skeletons in which one carbon-carbon bond forming process is involved. Cycloadc-!itions of niuile
π SIMILAR VOLUMES
Regio-and stereoselective 1,3-dipolar cycloaddition of nitrile oxide to optically active asilyl allyl alcohol provides a useful preparation of 3,4,5-trisubstituted 4,5-dihydroisoxazoles, which are readily converted into chiral 4-substituted 5,6-dihydro-4H-[ 1,2]-oxazines in 73-100% yields on treatme
1,2-and 1,3-oxazine derivatives 1,2-and 1,3-oxazine derivatives
## Abstract Three isomeric monoadducts 2aA, 2aB, and 2aC of fullereneβ70 with 2,4,6βtrimethoxybenzonitrile oxide 1a were synthesized and isolated. With a combination of FABβMS, ^13^Cβ and ^1^HβNMR spectroscopy the structure of the orientational and regioisomers could be assigned. A precise Xβray st