Oxidative azidonation of glycals using the reagent combination PhIO/TMSN(3): Synthesis of diaminopyrans

被引：22

作者：

Magnus, P

Roe, MB

机构：

[1] Dept. of Chemistry and Biochemistry, University of Texas at Austin, Austin

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 03期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(95)02158-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dihydropyran and derivatives react with (PhlO)(n)/TMSN(3) to give 3-azido adducts and with(PhlO)(n)/TMSN(3)/TEMPO(cat) to give 2,3-bis-azido adducts which can be further elaborated into aminopyrans.

引用

页码：303 / 306

页数：4

共 8 条

[1] CZEMECKI S, 1993, TETRAHEDRON LETT, V34, P7915
[2] OXIDATION OF FULLY PROTECTED GLYCALS BY HYPERVALENT IODINE REAGENTS
KIRSCHNING, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) : 1228 - 1232
[3] LACOUR J, 1993, THESIS U TEXAS AUSTI
[4] NEW TRIALKYLSILYL ENOL ETHER CHEMISTRY - DIRECT BETA-AZIDO FUNCTIONALIZATION OF TRIISOPROPYLSILYL ENOL ETHERS
MAGNUS, P
LACOUR, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (02) : 767 - 769
[5] NEW TRIALKYLSILYL ENOL ETHER CHEMISTRY - NEW REGIOSPECIFIC METHODOLOGY FOR THE SYNTHESIS OF ALPHA,BETA-UNSATURATED CYCLIC-KETONES
MAGNUS, P
EVANS, A
LACOUR, J
[J]. TETRAHEDRON LETTERS, 1992, 33 (21) : 2933 - 2936
[6] OXIDATIVE ADDITION OF AZIDE ANION TO TRIISOPROPYLSILYL ENOL ETHERS - SYNTHESIS OF ALPHA-AZIDO KETONES
MAGNUS, P
BARTH, L
[J]. TETRAHEDRON LETTERS, 1992, 33 (20) : 2777 - 2780
[7] SYNTHESIS OF PHENYL 2-AZIDO-2-DEOXY-1-SELENOGLYCOSIDES FROM GLYCALS
SANTOYOGONZALEZ, F
CALVOFLORES, FG
GARCIAMENDOZA, P
HERNANDEZMATEO, F
ISACGARCIA, J
ROBLESDIAZ, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) : 6122 - 6125
[8] NOVEL AZIDO-PHENYLSELENENYLATION OF DOUBLE-BONDS - EVIDENCES FOR A FREE-RADICAL PROCESS
TINGOLI, M
TIECCO, M
CHIANELLI, D
BALDUCCI, R
TEMPERINI, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (24) : 6809 - 6813

← 1 →