DIRECTED METALATION OF TERTIARY BENZAMIDES - SILICON PROTECTION OF ORTHO-SITES AND ORTHO-METHYL GROUPS

被引：48

作者：

MILLS, RJ ^{[1
]}

SNIECKUS, V ^{[1
]}

机构：

[1] UNIV WATERLOO,GUELPH WATERLOO CTR GRAD WORK CHEM,WATERLOO N2L 3G1,ONTARIO,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1983年 / 48卷 / 09期

关键词：

D O I：

10.1021/jo00157a047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：1565 / 1568

页数：4

共 42 条

[31] Why is cis/trans stereoinversion with Li+(THF)4 migration across the phenyl ring of α-lithiostyrene accelerated by two ortho-methyl groups?
Knorr, Rudolf
Lattke, Ernst
Ruhdorfer, Jakob
Ferchland, Kathrin
von Roman, Ulrich
TETRAHEDRON, 2018, 74 (14) : 1621 - 1631
[32] SILICON IN BENZAMIDE DIRECTED ORTHO METALATION REACTIONS - CARBO-DESILYLATIONS AND BROMO-DESILYLATIONS AND SYNTHESIS OF NATURALLY-OCCURRING ANTHRAQUINONES
MILLS, RJ
SNIECKUS, V
TETRAHEDRON LETTERS, 1984, 25 (05) : 483 - 486
[33] A DIRECT SYNTHESIS OF PHARMACOLOGICALLY ACTIVE ORTHO-SUBSTITUTED BIARYLS - A COMBINED DIRECTED METALATION-PALLADIUM CATALYZED CROSS-COUPLING APPROACH USING ARYL OXAZOLINES OR BENZAMIDES
KOCH, K
CHAMBERS, RJ
BIGGERS, MS
SYNLETT, 1994, (05) : 347 - 348
[34] A DIRECT SYNTHESIS OF PHARMACOLOGICALLY ACTIVE ORTHO-SUBSTITUTED BIARYLS - A COMBINED DIRECTED METALATION-PALLADIUM CATALYZED CROSS-COUPLING APPROACH USING ARYL OXAZOLINES OR BENZAMIDES
KOCH, K
CHAMBERS, RJ
BIGGERS, MS
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 208 : 63 - ORGN
[35] VARIABLE EFFECT OF ORTHO-METHYL GROUPS ON ELECTRON-DONOR ABILITY OF N-ARYL CYCLIC IMINES - NEW TYPE OF STERIC CONTROL OF HYBRIDIZATION
SEARLES, S
SEYEDREZAI, SE
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1979, (SEP): : 211 - &
[36] Directed ortho metalation -: Cross coupling connections.: Remote lateral metalation -: Cyclization of 2-imino-2′-methyl biaryls to 9-aminophenanthrenes.: A synthesis of the alkaloid piperolactam C
Benesch, L
Bury, P
Guillaneux, D
Houldsworth, S
Wang, X
Snieckus, V
TETRAHEDRON LETTERS, 1998, 39 (09) : 961 - 964
[37] DIRECTED ORTHO METALATION OF N,N-DIETHYL BENZAMIDES - METHODOLOGY AND REGIOSPECIFIC SYNTHESIS OF USEFUL CONTIGUOUSLY TRI-SUBSTITUTED AND TETRA-SUBSTITUTED OXYGENATED AROMATICS, PHTHALIDES AND PHTHALIC ANHYDRIDES
DESILVA, SO
REED, JN
BILLEDEAU, RJ
WANG, X
NORRIS, DJ
SNIECKUS, V
TETRAHEDRON, 1992, 48 (23) : 4863 - 4878
[38] DIRECTED ORTHO METALATION OF TERTIARY AROMATIC AMIDES - A NEW N-HETERO-RING ANNELATION METHOD AND SYNTHESIS OF PHENANTHRO-QUINOLIZIDINE AND PHENANTHRO-INDOLIZIDINE ALKALOIDS
IWAO, M
MAHALANABIS, KK
WATANABE, M
DESILVA, SO
SNIECKUS, V
TETRAHEDRON, 1983, 39 (12) : 1955 - 1962
[39] SILAFUNCTIONAL COMPOUNDS IN ORGANIC-SYNTHESIS .48. ORTHO-LITHIATION DIRECTED BY AMINO-GROUPS ON SILICON IN PHENYLSILANE DERIVATIVES
TAMAO, K
YAO, H
TSUTSUMI, Y
ABE, H
HAYASHI, T
ITO, Y
TETRAHEDRON LETTERS, 1990, 31 (20) : 2925 - 2928
[40] SOLVENT EFFECT ON SOLVOLYTIC REACTIVITIES OF 1-ARYL-2,2-DIMETHYL-1-PROPYL TOSYLATES CONTAINING ORTHO-METHYL GROUPS - INCONSISTENCY BETWEEN THEORETICAL CALCULATIONS AND EXPERIMENTAL RESULTS
LIU, KT
TANG, CS
CHIN, CP
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 1994, 41 (04) : 351 - 353

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