ELECTROLYTIC PARTIAL FLUORINATION OF ORGANIC-COMPOUNDS .15. STEREOCHEMICAL STUDY OF THE ANODIC MONOFLUORINATION OF ALPHA-PHENYLSULFENYL ACETATES

被引：25

作者：

NARIZUKA, S ^{[1
]}

KOSHIYAMA, H ^{[1
]}

KONNO, A ^{[1
]}

FUCHIGAMI, T ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,DEPT ELECTR CHEM,MIDORI KU,YOKOHAMA,KANAGAWA 226,JAPAN

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1995年 / 73卷 / 01期

关键词：

ELECTROLYTIC PARTIAL FLUORINATION; ORGANIC COMPOUNDS; ALPHA-PHENYLSULFENYL ACETATES; DIASTEREOSELECTIVITY; CHIRAL FLUOROCOMPOUNDS;

D O I：

10.1016/0022-1139(94)03207-G

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The diastereoselective anodic fluorination of alpha-phenylsulfenyl esters by intramolecular asymmetry-induction has been studied using chiral auxiliaries such as phenethyl, bornyl, isobornyl, menthyl and 8-phenylmenthyl groups. Of these chiral auxiliaries, the 8-phenylmenthyl group gave the best diastereoselectivity. The diastereoselectivity was also affected by supporting electrolytes and it was found that Et(4)NF . 3HF showed better selectivity in comparison to Et(3)N . 3HF and Et(3)N . 2HF.

引用

页码：121 / 127

页数：7

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