SYNTHESIS OF 3-GEM-DIFLUORO-2-ETHOXY ALLYLIC ALCOHOLS FROM ETHYL CHLORODIFLUOROACETATE

被引：15

作者：

BEGUE, JP ^{[1
]}

BONNETDELPON, D ^{[1
]}

ROCK, MH ^{[1
]}

机构：

[1] CNRS,BIOCIS,CTR ETUD PHARMACEUT,F-92296 CHATENAY MALABRY,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 33期

关键词：

ETHYLCHLORODIFLUOROACETATE; WITTIG REACTION; EPOXIDATION; GEM-DIFLUOROALLYLIC ALCOHOLS;

D O I：

10.1016/0040-4039(94)88085-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chlorine atom in chlorodifluoromethyl epoxy ethers is usually reactive towards butyllithium. This reactivity has been used to develop a consise synthesis of gem-difluoro2-ethoxy allylic alcohols from the commercially available ethylchlorodifluoroacetate.

引用

页码：6097 / 6100

页数：4

共 21 条

[1] THE WITTIG REACTION OF PERFLUORO-ACID DERIVATIVES - ACCESS TO FLUORINATED ENOL ETHERS, ENAMINES, AND KETONES
BEGUE, JP
BONNETDELPON, D
MESUREUR, D
NEE, G
WU, SW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) : 3807 - 3814
[2] A VERSATILE SYNTHESIS OF AMINO TRIFLUOROMETHYL KETONES AND ALCOHOLS
BEGUE, JP
BONNETDELPON, D
SDASSI, H
[J]. TETRAHEDRON LETTERS, 1992, 33 (14) : 1879 - 1882
[3] BENAYOUD F, 1993, SYNTHESIS-STUTTGART, P1083
[4] BENNETT AJ, 1992, SYNLETT, P483
[5] BEY P, 1991, ACS SYM SER, V456, P105
[6] Filler R., 1982, BIOMEDICAL ASPECTS F
[7] FLUORINE-CONTAINING ORGANOZINC REAGENTS .4. THE REFORMATSKII-CLAISEN REACTION OF CHLORODIFLUOROACETIC ACID-DERIVATIVES
GREUTER, H
LANG, RW
ROMANN, AJ
[J]. TETRAHEDRON LETTERS, 1988, 29 (27) : 3291 - 3294
[8] APPLICATION OF ORGANOFLOURINE REAGENTS IN ORGANIC-SYNTHESIS .7. DEFLUORINATION REACTIONS OF GEM-DIFLUDROOLEFINS AND MONOFLUOROOLEFINS - NOVEL METHODS FOR ONE-CARBON HOMOLOGATIONS OF CARBONYL-COMPOUNDS LEADING TO ALDEHYDES, CARBOXYLIC-ACIDS, AND ESTERS
HAYASHI, S
NAKAI, T
ISHIKAWA, N
[J]. CHEMISTRY LETTERS, 1980, (06) : 651 - 654
[9] RING-OPENING REACTION OF GEM-DIFLUOROCYCLOPROPYL KETONES WITH NUCLEOPHILES
KOBAYASHI, Y
TAGUCHI, T
MORIKAWA, T
TAKASE, T
TAKANASHI, H
[J]. TETRAHEDRON LETTERS, 1980, 21 (11) : 1047 - 1050
[10] FLUORINE-CONTAINING ORGANOZINC REAGENTS .4. REFORMATSKII-TYPE REACTIONS OF CHLORODIFLUOROACETIC ACID-DERIVATIVES
LANG, RW
SCHAUB, B
[J]. TETRAHEDRON LETTERS, 1988, 29 (24) : 2943 - 2946

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