N-Fluorocinchonidinium tetrafluoroborate F-CD-BF4:: purification and structure elucidation of this novel enantioselective electrophilic fluorinating agent

被引：48

作者：

Cahard, D ^{[1
]}

Audouard, C

Plaquevent, JC

Toupet, L

Roques, N

机构：

[1] Univ Rouen, IRCOF, UMR 6014 CNRS, F-76821 Mt St Aignan, France

[2] Univ Rennes, UMR CNRS 6626, Grp Mat Condensee & Mat, F-35042 Rennes, France

[3] RHODIA Rech, F-69192 St Fons, France

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 10期

关键词：

alkaloids; enantioselection; fluorine compounds; halogenation; X-ray crystallography;

D O I：

10.1016/S0040-4039(01)00017-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first ever enantiopure N-fluoro quaternary ammonium salt of cinchonidine (F-CD-BF4) was prepared as an enantioselective fluorinating agent. A one-step transfer-fluorination of the quinuclidine moiety with Selectfluor(R) gave the [N-F](+) reagent. The X-ray structure of F-CD-BF4 was determined, which shows the NF distance (1.409(7) Angstrom) close to that found in other N-F compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1867 / 1869

页数：3

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