A NOVEL-APPROACH TO ALPHA-SILYLMETHYLENE-BETA-LACTAMS VIA RH-CATALYZED SILYLCARBONYLATION OF PROPARGYLAMINE DERIVATIVES

被引：90

作者：

MATSUDA, I ^{[1
]}

SAKAKIBARA, J ^{[1
]}

NAGASHIMA, H ^{[1
]}

机构：

[1] TOYOHASHI UNIV TECHNOL,SCH MAT SCI,TOYOHASHI 441,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 50期

关键词：

D O I：

10.1016/0040-4039(91)80126-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alpha-Silylmethylene-beta-lactams are successfully constructed by the one-pot coupling of a substituted propargylamine derivative, a triorganosilane, and CO with the catalysis of Rh4(CO)12 and DBU.

引用

页码：7431 / 7434

页数：4

共 24 条

[1]

AGAWA T, 1980, SYNTHESIS-STUTTGART, P933

[2] A NOVEL SYNTHETIC APPROACH TO ALPHA-ALKYLIDENE-BETA-LACTAMS [J].

ALCAIDE, B ;

PLUMET, J ;

RODRIGUEZLOPEZ, J ;

SANCHEZCANTALEJO, YM .

TETRAHEDRON LETTERS, 1990, 31 (17) :2493-2496

[3] REGIOSPECIFIC SYNTHESIS OF ALPHA-METHYLENE-BETA-LACTAMS BY A HOMOGENEOUS PALLADIUM CATALYZED RING EXPANSION-CARBONYLATION REACTION [J].

ALPER, H ;

HAMEL, N .

TETRAHEDRON LETTERS, 1987, 28 (28) :3237-3240

[4] 6-ACETYLMETHYLENEPENICILLANIC ACID (RO 15-1903), A POTENT BETA-LACTAMASE INHIBITOR .1. INHIBITION OF CHROMOSOMALLY AND R-FACTOR-MEDIATED BETA-LACTAMASES [J].

ARISAWA, M ;

THEN, RL .

JOURNAL OF ANTIBIOTICS, 1982, 35 (11) :1578-1583

[5] [2+2] CYCLOADDITION REACTIONS OF CATIONIC IRON VINYLIDENE COMPLEXES [J].

BARRETT, AGM ;

STURGESS, MA .

TETRAHEDRON LETTERS, 1986, 27 (33) :3811-3814

[6] 6-(METHOXYMETHYLENE)PENICILLANIC ACID - INACTIVATOR OF RTEM BETA-LACTAMASE FROM ESCHERICHIA-COLI [J].

BRENNER, DG ;

KNOWLES, JR .

BIOCHEMISTRY, 1984, 23 (24) :5839-5846

[7] 6-(METHOXYMETHYLENE)PENICILLANIC ACID - A NEW BETA-LACTAMASE INACTIVATOR [J].

BRENNER, DG .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (01) :18-23

[8] USEFUL CHEMISTRY OF 3-(1-METHYLETHYLIDENE)-4-ACETOXY-2-AZETIDINONE - A FORMAL SYNTHESIS OF (+/-)-ASPARENOMYCIN-C [J].

BUYNAK, JD ;

RAO, MN ;

PAJOUHESH, H ;

CHANDRASEKARAN, RY ;

FINN, K ;

DEMEESTER, P ;

CHU, SC .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (22) :4245-4252

[9] SYNTHESIS AND REACTIVITY OF SULFUR AND SILYL SUBSTITUTED ALPHA-ALKYLIDENE-BETA-LACTAMS [J].

BUYNAK, JD ;

RAO, MN ;

CHANDRASEKARAN, Y ;

HALEY, E ;

DEMEESTER, P ;

CHU, SC .

TETRAHEDRON LETTERS, 1985, 26 (41) :5001-5004

[10] THE ADDITION OF CHLOROSULFONYL ISOCYANATE TO AN ALLENYL ACETATE - THE PREPARATION OF A VERSATILE INTERMEDIATE FOR ANTIBIOTIC-SYNTHESIS [J].

BUYNAK, JD ;

PAJOUHESH, H ;

LIVELY, DL ;

RAMALAKSHMI, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (14) :948-949

← 1 2 3 →