SYNTHESIS OF ALKYL NITRONATES VIA MITSUNOBU CONDENSATION

被引:21
作者
FALCK, JR [1 ]
YU, JR [1 ]
机构
[1] UNIV TEXAS,SW MED CTR,DEPT PHARMACOL,DALLAS,TX 75235
基金
美国国家卫生研究院;
关键词
NITRONATE; NITRONIC ESTER; MITSUNOBU; 2-ISOXAZOLINE-2-OXIDE; 5,6-DIHYDRO-4H-OXAZINE-2-OXIDE;
D O I
10.1016/S0040-4039(00)61760-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitroalkanes bearing electron-withdrawing or unsaturated substituents at the alpha-carbon experience exclusive intra- and intermolecular 0-alkylation by alcohols under Mitsunobu condensation conditions furnishing good to excellent yields of alkyl nitronates; in contrast, 1-phenylsulphonyl-1-nitro-3-propanol affords mainly the corresponding cyclopropane.
引用
收藏
页码:6723 / 6726
页数:4
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