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Fluorine-containing optically active allylic alcohols: preparation and claisen rearrangement as a new entry to highly functionalized fluorinated amino alcohol derivatives.
其他题名含氟光学活性烯丙醇: 制备和克莱森重排生成高官能团化的含氟氨基酸衍生物
Peng S(彭晟); Qing FL(卿凤翎)
1999
发表期刊J. Chem. Soc.-Perkin Trans. 1
ISSN0300-922X
页码3345-3348
摘要The reaction of Garner aldehyde 1 with 2-bromo-3,3,3-trifluoropropene in the presence of Zn-Ag couple gave the fluorine-containing, optically active allylic alcohol 2 in 65% yield with a diastereomeric excess greater than 98%. The treatment of Garner aldehyde 1 with CF=3CFBr=2(3a) and CF=3CCl=3(3b) in the presence of zinc powder and caalytic AlCl=3 highly diastereoselectively afforded 4a and 4b, respectively, in moderate yield. The orthoester Claisen rearrangement of 4a, b and 2 provided a new way to highly functionalized amino alcohol derivatives 6a-f containing a limited number of fluorine atoms.
学科领域氟化学
部门归属中国科学院上海有机化学研究所有机氟化学开放实验室
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收录类别SCI
语种英语
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/17445
专题中科院有机氟化学重点实验室
通讯作者Qing FL(卿凤翎)
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Peng S,Qing FL. Fluorine-containing optically active allylic alcohols: preparation and claisen rearrangement as a new entry to highly functionalized fluorinated amino alcohol derivatives.[J]. J. Chem. Soc.-Perkin Trans. 1,1999:3345-3348.
APA 彭晟,&卿凤翎.(1999).Fluorine-containing optically active allylic alcohols: preparation and claisen rearrangement as a new entry to highly functionalized fluorinated amino alcohol derivatives..J. Chem. Soc.-Perkin Trans. 1,3345-3348.
MLA 彭晟,et al."Fluorine-containing optically active allylic alcohols: preparation and claisen rearrangement as a new entry to highly functionalized fluorinated amino alcohol derivatives.".J. Chem. Soc.-Perkin Trans. 1 (1999):3345-3348.
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