CARBON-CARBON BOND FORMATION AT THE C-4 POSITION OF AN AZETIDIN-2-ONE RING BY INTERMOLECULAR RADICAL COUPLING REACTIONS - A ROUTE TO TRIBACTAMS

被引：19

作者：

PADOVA, A ^{[1
]}

ROBERTS, SM ^{[1
]}

DONATI, D ^{[1
]}

PERBONI, A ^{[1
]}

ROSSI, T ^{[1
]}

机构：

[1] GLAXO SPA,I-37100 VERONA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 04期

关键词：

D O I：

10.1039/c39940000441

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The beta-lactam 4 was linked to the enones 8-10 using a radical reaction mediated by tri-n-butyltin hydride to give the 2,6-disubstituted cyclohexanones 11-16, respectively: 13 was converted into the protected tribactam 18 in two steps.

引用

页码：441 / 442

页数：2

共 9 条

[1] AFONSO A, 1982, J AM CHEM SOC, V104, P6139
[2] FREE-RADICAL ANNELATION IN THE SYNTHESIS OF BICYCLIC BETA-LACTAMS .3. SYNTHESIS OF 1-OXACEPHEM AND 1-OXAHOMOCEPHEM DERIVATIVES
BACHI, MD
HOORNAERT, C
[J]. TETRAHEDRON LETTERS, 1982, 23 (24) : 2505 - 2508
[3] FREE-RADICAL ANNELATION IN THE SYNTHESIS OF BICYCLIC BETA-LACTAMS .4. EXO VS ENDO CYCLIZATIONS IN THE CONSTRUCTION OF THE (+/-)-1-OXACEPHAM AND (+/-)-1-OXAHOMOCEPHAM SYSTEMS
BACHI, MD
FROLOW, F
HOORNAERT, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (11) : 1841 - 1849
[4] FREE-RADICAL ANNELATION IN THE SYNTHESIS OF BICYCLIC BETA-LACTAMS .1. SYNTHESIS OF 8-OXO-5-OXA-1-AZABICYCLO[4.2.0]OCTANE AND 9-OXO-6-OXA-1-AZABICYCLO[5.2.0]NONANE DERIVATIVES
BACHI, MD
HOORNAERT, C
[J]. TETRAHEDRON LETTERS, 1981, 22 (28) : 2689 - 2692
[5] STEREOSELECTIVE RADICAL REACTIONS WITH ENOLONES
GIESE, B
WITZEL, T
[J]. TETRAHEDRON LETTERS, 1987, 28 (23) : 2571 - 2574
[6] A NOVEL CARBON CARBON BOND FORMATION REACTION AT THE C-4 POSITION OF AN AZETIDIN-2-ONE BY MEANS OF RADICAL CYCLIZATION
KAMETANI, T
CHU, SD
ITOH, A
MAEDA, S
HONDA, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) : 2683 - 2687
[7] SAKAKIBARA M, 1992, SYNTHESIS-STUTTGART, P377
[8] Tamburini B., 1991, Eur. Pat. Appl., Patent No. [EP0416953 A2, 0416953]
[9] TAMBURINI B, 1992, RECENT ADV CHEM ANTI, P21

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