A new metal mediated stereocontrolled synthesis of allylic fluorides

被引：21

作者：

Madiot, V ^{[1
]}

Grée, D ^{[1
]}

Grée, R ^{[1
]}

机构：

[1] Ecole Natl Super Chim Rennes, CNRS, Lab Synth & Activat Biomol, F-35700 Rennes, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(99)01330-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Propargylic fluorides are converted in a short sequence involving hydrostannylation, iodination and Pd catalysis into new stereodefined polyunsaturated systems with a fluorine atom in the allylic position. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：6403 / 6406

页数：4

共 23 条

[11] Catalytic asymmetric synthesis of chiral fluoroorganic compounds [J].

Iseki, K .

TETRAHEDRON, 1998, 54 (46) :13887-13914

[12] HIGHLY STEREOSPECIFIC PALLADIUM-CATALYZED VINYLATION OF VINYLIC HALIDES UNDER SOLID-LIQUID PHASE-TRANSFER CONDITIONS [J].

JEFFERY, T .

TETRAHEDRON LETTERS, 1985, 26 (22) :2667-2670

[13]

Jeffery T., 1996, ADV MET ORG, P153

[14] A new highly stereoselective monofluorination in benzylic position [J].

Kermarrec, C ;

Madiot, V ;

Gree, D ;

Meyer, A ;

Gree, R .

TETRAHEDRON LETTERS, 1996, 37 (32) :5691-5694

[15] Regio- and stereoselective allylic fluorination using chiral rhenium complexes [J].

Legoupy, S ;

Crévisy, C ;

Guillemin, JC ;

Grée, R .

JOURNAL OF FLUORINE CHEMISTRY, 1999, 93 (02) :171-173

[16] MODERN METHODS FOR THE INTRODUCTION OF FLUORINE INTO ORGANIC-MOLECULES - AN APPROACH TO COMPOUNDS WITH ALTERED CHEMICAL AND BIOLOGICAL-ACTIVITIES [J].

MANN, J .

CHEMICAL SOCIETY REVIEWS, 1987, 16 (04) :381-436

[17] Some influences of fluorine in bioorganic chemistry [J].

OHagan, D ;

Rzepa, HS .

CHEMICAL COMMUNICATIONS, 1997, (07) :645-652

[18] SYNTHESIS OF FLUORINATED ANALOGS OF GERANIOL [J].

POULTER, CD ;

WIGGINS, PL ;

PLUMMER, TL .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (08) :1532-1538

[19] NEW SYNTHESIS OF THE SEX-PHEROMONE OF THE EGYPTIAN COTTON LEAFWORM, SPODOPTERA-LITTORALIS [J].

RATOVELOMANA, V ;

LINSTRUMELLE, G .

SYNTHETIC COMMUNICATIONS, 1981, 11 (11) :917-923

[20] A REGIOSPECIFIC FLUORINATION STRATEGY - SYNTHESIS OF (ALPHA-FLUOROPROPARGYL)PHOSPHONATE AND (ALPHA-FLUOROALLY)PHOSPHONATE ESTERS [J].

SANDERS, TC ;

HAMMOND, GB .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5598-5599

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