SYNTHETIC APPLICATIONS OF GROUP-IV METAL IMIDO COMPLEX-ALKYNE [2+2] CYCLOADDITIONS - A CONCISE TOTAL SYNTHESIS OF (+/-)-MONOMORINE

被引：116

作者：

MCGRANE, PL ^{[1
]}

LIVINGHOUSE, T ^{[1
]}

机构：

[1] MONTANA STATE UNIV,DEPT CHEM & BIOCHEM,BOZEMAN,MT 59717

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 05期

关键词：

D O I：

10.1021/jo00031a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Monocyclopentadienyltitanium(IV) imido complexes readily undergo [2 + 2] cycloadditions with representative alkynes at less-than-or-equal-to 25-degrees-C. The present study details the application of a catalytic variation of this reaction in a convergent synthesis of (+/-)-monomorine.

引用

页码：1323 / 1324

页数：2

共 38 条

[1] A FACILE SYNTHESIS OF METHANESULFONATE ESTERS [J].

CROSSLAN.RK ;

SERVIS, KL .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (09) :3195-&

[2] A NOVEL INTRAMOLECULAR CYCLIZATION OF TITANOCENE VINYLIDENE COMPLEXES - FORMATION OF BICYCLIC TITANACYCLO-BUTANES AND TITANACYCLO-BUTENES [J].

DENNEHY, RD ;

WHITBY, RJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (15) :1060-1062

[3] TITANIUM-MEDIATED SYNTHESIS OF CONJUGATED DIENES [J].

DOXSEE, KM ;

MOUSER, JKM .

TETRAHEDRON LETTERS, 1991, 32 (14) :1687-1690

[4]

EHATHER JB, 1973, TETRAHEDRON LETT, V25, P2313

[5]

ENSLEY HE, 1978, TETRAHEDRON LETT, V16, P1415

[6] THE INDOLIZIDINE ALKALOIDS [J].

GELLERT, E .

JOURNAL OF NATURAL PRODUCTS, 1982, 45 (01) :50-73

[7] EVIDENCE FOR THE INTERMEDIACY OF CHROMIUM KETENE COMPLEXES IN THE SYNTHESIS OF BETA-LACTAMS BY THE PHOTOLYTIC REACTION OF CHROMIUM CARBENE COMPLEXES WITH IMINES - USE IN AMINO-ACID SYNTHESIS [J].

HEGEDUS, LS ;

DEWECK, G ;

DANDREA, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2122-2126

[8] A STEREOSELECTIVE SYNTHESIS OF THE ANT TRAIL PHEROMONE (+/-)-MONOMORINE-I [J].

IIDA, H ;

WATANABE, Y ;

KIBAYASHI, C .

TETRAHEDRON LETTERS, 1986, 27 (45) :5513-5514

[9] AN ALTERNATIVE ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-MONOMORINE-I [J].

ITO, M ;

KIBAYASHI, C .

TETRAHEDRON LETTERS, 1990, 31 (35) :5065-5068

[10] SHORT, ENANTIOGENIC SYNTHESES OF (-)-INDOLIZIDINE 167B AND (+)-MONOMORINE [J].

JEFFORD, CW ;

TANG, Q ;

ZASLONA, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (09) :3513-3518

← 1 2 3 4 →