PHENYLSELENOACETALDEHYDE, A USEFUL REAGENT FOR THE HOMOLOGATIVE CONVERSION OF HALIDES TO PHENYLSELENOMETHYL KETONES

被引：60

作者：

BAUDAT, R

PETRZILKA, M

机构：

[1] Départment de Chimie Organique, Université de Genève, Genève, CH-1211, quai Ernest Ansermet

来源：

HELVETICA CHIMICA ACTA | 1979年 / 62卷 / 05期

关键词：

D O I：

10.1002/hlca.19790620505

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The conversion of primary, secondary and vinylic halides to the two C‐atoms homologated phenylselenomethyl ketones 8 is described. The method involves addition of the readily available phenylselenoacetaldehyde 5 to the Grignard reagents 9 and oxidation of the resulting β‐hydroxy‐selenides 10 Scheme 3. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：1406 / 1410

页数：5

共 17 条

[1] NEW AND HIGHLY EFFECTIVE METHOD FOR OXIDATION OF PRIMARY AND SECONDARY ALCOHOLS TO CARBONYL-COMPOUNDS
COREY, EJ
KIM, CU
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (21) : 7586 - &
[2] COREY EJ, 1972, TETRAHEDRON LETT, P4339
[3] COREY EJ, 1975, TETRAHEDRON LETT, P2647
[4] COREY EJ, 1979, TETRAHEDRON LETT, P399
[5] NEW SYNTHETIC ROUTE TO DISUBSTITUTED AND TRISUBSTITUTED EPOXIDES
DUMONT, W
KRIEF, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1975, 14 (05): : 350 - 351
[6] KUWAJIMA I, 1978, TETRAHEDRON LETT, P1277
[7] DIMETHYL SULFOXIDE-TRIFLUOROACETIC ANHYDRIDE - NEW REAGENT FOR OXIDATION OF ALCOHOLS TO CARBONYLS
OMURA, K
SHARMA, AK
SWERN, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (06) : 957 - 962
[8] NEW METHOD FOR CONSTRUCTION OF MACROLIDES - STEREOSELECTIVE SYNTHESIS OF (+/-)-PHORACANTHOLIDE-J - PRELIMINARY COMMUNICATION
PETRZILKA, M
[J]. HELVETICA CHIMICA ACTA, 1978, 61 (08) : 3075 - 3078
[9] CONVENIENT HIGH-YIELD VERSION OF ESTER CLAISEN REARRANGEMENT - PRELIMINARY COMMUNICATION
PETRZILKA, M
[J]. HELVETICA CHIMICA ACTA, 1978, 61 (06) : 2286 - 2289
[10] SULFOXIDE-CARBODIIMIDE REACTIONS .I. A FACILE OXIDATION OF ALCOHOLS
PFITZNER, KE
MOFFATT, JG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) : 5661 - &

← 1 2 →