A NOVEL INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION REACTION OF A C-6 SUBSTITUTED URIDINE ANALOG

被引：9

作者：

WANG, BH

MERTES, MP

MERTES, KB

TAKUSAGAWA, F

机构：

[1] UNIV KANSAS,DEPT MED CHEM,LAWRENCE,KS 66045

[2] UNIV KANSAS,CRYSTALLOG LAB,LAWRENCE,KS 66045

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(00)97892-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel 1,3-dipolar cycloaddition reaction resulting in two multicyclic compounds was observed when 6-(4-butanal)-2′,3′-O-isopropylideneuridine (1) was reacted with tetrahydroisoquinoline in refluxing pyridine. The stereochemistries of the products were established by X-ray crystallography and NMR spectra. © 1990.

引用

收藏

页码：5543 / 5546

页数：4

相关论文

共 21 条

[1]

BASNAK I, 1976, TETRAHEDRON LETT, P4379

[2] SYNTHESIS OF NOVEL POLYCYCLIC NUCLEOSIDE ANALOGS, INCORPORATION INTO OLIGODEOXYNUCLEOTIDES, AND INTERACTION WITH COMPLEMENTARY SEQUENCES [J].

BISCHOFBERGER, N ;

MATTEUCCI, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) :3041-3046

[3] PYRIMIDINES .7. A SIMPLE CONVERSION OF 2-OXO-5-NITRO HETEROCYCLES TO V-TRIAZOLO DERIVATIVES Y SODIUM AZIDE [J].

BLANK, HU ;

FOX, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (25) :7175-&

[4] PYRIMIDINES .9. A NEW SYNTHESIS OF 8-AZAPURINES AND UPSILON-TRIAZOLO 4,5-B!PYRIDINES [J].

BLANK, HU ;

WEMPEN, I ;

FOX, JJ .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (04) :1131-&

[5] THE RELATIONSHIP BETWEEN PROTON-PROTON NMR COUPLING-CONSTANTS AND SUBSTITUENT ELECTRONEGATIVITIES .1. AN EMPIRICAL GENERALIZATION OF THE KARPLUS EQUATION [J].

HAASNOOT, CAG ;

DELEEUW, FAAM ;

ALTONA, C .

TETRAHEDRON, 1980, 36 (19) :2783-2792

[6]

HUISGEN R, 1963, TETRAHEDRON LETT, P1441

[7] PHOTOINDUCED REACTIONS .161. PHOTOCHEMISTRY OF 6-HALO-DIHALOURACILS AND 5,6-DIHALOURACILS - A SIMPLE SYNTHESIS OF FLUORESCENT URACIL DERIVATIVES [J].

IKEHIRA, H ;

MATSUURA, T ;

SAITO, I .

TETRAHEDRON LETTERS, 1985, 26 (14) :1743-1746

[8]

MATUSZAK CA, UNPUB

[9] PYRIMIDINES .12. PROPARGYL CLAISEN REARRANGEMENT IN PYRIMIDINE SERIES - SYNTHESIS OF FURO[3,2-D]PYRIMIDINES AND PYRANO[3,2-D]PYRIMIDINES [J].

OTTER, BA ;

SALUJA, SS ;

FOX, JJ .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (18) :2858-&

[10] 1,3-DIPOLE CASCADE - A NEW METHOD FOR AZOMETHINE YLIDE FORMATION [J].

PADWA, A ;

DEAN, DC ;

ZHI, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6451-6452