PALLADIUM(0) CATALYZED AMINATION WITH N,O-BIS-TER-BOC HYDROXYLAMINE - SYNTHESIS OF (+)-N6-HYDROXYLYSINE

被引：57

作者：

GENET, JP

THORIMBERT, S

TOUZIN, AM

机构：

[1] Ecole Nationale Supérieure de Chimie de Paris, Laboratoire de Synthèse Organique associé au CNRS., 75231 Paris, 11, rue Pierre et Marie Currie

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 07期

关键词：

ALLYLIC AMINATION; PALLADIUM(O); N; O-PROTECTED HYDROXYLAMINE; (+)-N6-HYDROXYLYSINE;

D O I：

10.1016/S0040-4039(00)77516-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed reaction of allyl esters with (N,O)-bis-ter-Boc hydroxylamine 2 gives protected N-allylhydroxylamines. A synthetic application to (+)-N6-hydroxylysine component of mycobactin T is also described.

引用

页码：1159 / 1162

页数：4

共 27 条

[1] USEFUL HYDROXYLAMINE DERIVATIVES FOR THE SYNTHESIS OF HYDROXAMIC ACIDS
ALTENBURGER, JM
MIOSKOWSKI, C
DORCHYMONT, H
SCHIRLIN, D
SCHALK, C
TARNUS, C
[J]. TETRAHEDRON LETTERS, 1992, 33 (35) : 5055 - 5058
[2] BACKVALL JE, 1985, J AM CHEM SOC, V107, P3676
[3] BACKVALL JE, 1981, J ORG CHEM, V46, P3479
[4] ORTHO-ACYLHYDROXYLAMINES .1. SYNTHESIS OF ORTHO-BENZOYLHYDROXYLAMINE
CARPINO, LA
GIZA, CA
CARPINO, BA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (04) : 955 - 957
[5] CAZES B, 1988, SYNTHESIS-STUTTGART, P983
[6] Cheikh R. B., 1983, SYNTHESIS-STUTTGART, P685, DOI DOI 10.1055/S-1983-30473
[7] AN EFFICIENT, PALLADIUM-CATALYZED ROUTE TO PROTECTED ALLYLIC AMINES
CONNELL, RD
REIN, T
AKERMARK, B
HELQUIST, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) : 3845 - 3849
[8] SYNTHESIS OF ALPHA-AMINO-ACIDS BY CATALYTIC PALLADIUM (O) ALKYLATION OF SCHIFF-BASES
FERROUD, D
GENET, JP
KIOLLE, R
[J]. TETRAHEDRON LETTERS, 1986, 27 (01) : 23 - 26
[9] REGIOSELECTIVE AND STEREOSELECTIVE PALLADIUM CATALYZED AMINATION OF ALLYLIC SUBSTRATES - SYNTHESIS OF E-4-AMINO-2-ALKEN-1-OL DERIVATIVES
GENET, JP
BALABANE, M
BACKVALL, JE
NYSTROM, JE
[J]. TETRAHEDRON LETTERS, 1983, 24 (27) : 2745 - 2748
[10] SYNTHESIS OF ALPHA-AMINO-ACIDS .1. SCHIFF-BASE OF GLYCINE METHYL-ESTER - A NEW AND EFFICIENT PROCHIRAL NUCLEOPHILE IN PALLADIUM CHIRAL CATALYTIC ALLYLATION
GENET, JP
FERROUD, D
JUGE, S
MONTES, JR
[J]. TETRAHEDRON LETTERS, 1986, 27 (38) : 4573 - 4576

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