دورية
Stereochemistry of Nucleophilic Addition Reactions. 6. Synthesis of Isoxazoline N-Oxide Derivatives from Methyl 4,6-O-Benzylidene-2,3-dideoxy-3-nitro-α-d-erythro-hex-2-enopyranoside with Some S-Ylides
| العنوان: | Stereochemistry of Nucleophilic Addition Reactions. 6. Synthesis of Isoxazoline N-Oxide Derivatives from Methyl 4,6-O-Benzylidene-2,3-dideoxy-3-nitro-α-d-erythro-hex-2-enopyranoside with Some S-Ylides |
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| المؤلفون: | Sakakibara, Tohru, Sudoh, Rokuro |
| المصدر: | Bulletin of the Chemical Society of Japan; April 1978, Vol. 51 Issue: 4 p1193-1196, 4p |
| مستخلص: | In the reactions of dimethyloxosulfonium methylide, dimethylsulfonium ethoxycarbonylmethylide, and dimethylsulfonium phenacylide with the title compound, axial attack predominates over equatorial attack, particularly in the case of dimethylsulfonium phenacylide equatorial attack being no longer observed. Axial attack afforded exclusively 1,4-addition products (isoxazoline N-oxide derivatives), whereas equatorial attack gave only 1,2-addition products (cyclopropane and stabilized ylide, respectively). Discussion is given on such high selectivities. |
| قاعدة البيانات: | Supplemental Index |
| تدمد: | 00092673 13480634 |
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| DOI: | 10.1246/bcsj.51.1193 |