MN(III) - PROMOTED CYCLIZATION OF ENAMIDES - AN OXIDATIVE RADICAL APPROACH TO BETA-LACTAMS

被引：28

作者：

DANNIBALE, A

RESTA, S

TROGOLO, C

机构：

[1] Centro C.N.R. di Studio per la Chimica delle Sostanze Organiche Naturali, Dipartimento di Chimica, Università degli Studi di RomaLa Sapienza, 00185 Roma

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 49期

关键词：

D O I：

10.1016/0040-4039(95)01906-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Carbomethoxy-N-vinylamides were reacted with Mn(OAc)(3) in glacial acetic acid at 70 degrees C to afford variously substituted beta-lactams in good yields and short reaction times.

引用

页码：9039 / 9042

页数：4

共 11 条

[1] SONOCHEMICAL REACTION OF CYANOACETAMIDE WITH MN(OAC)(3) AND CU(OAC)(2) IN PRESENCE OF ALKENES - A NOVEL ROUTE TO ALPHA-CYANO-GAMMA,DELTA-UNSATURATED AMINES
BOSMAN, C
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[2] ULTRASOUND EFFECTS ON THE MN(III) - PROMOTED ADDITION OF AMIDOALKYL RADICALS TO OLEFINS
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[J]. TETRAHEDRON, 1994, 50 (48) : 13847 - 13856
[3] NEW SYNTHESIS OF LACTAMS AND SPIROLACTAMS RADICAL CYCLIZATION INDUCED BY MANGANESE(III) ACETATE
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[J]. TETRAHEDRON LETTERS, 1989, 30 (34) : 4531 - 4534
[4] FREE-RADICAL CYCLIZATIONS LEADING TO 4-MEMBERED RINGS .1. BETA-LACTAM PRODUCTION USING TRIBUTYLTIN HYDRIDE
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HO, DM
[J]. TETRAHEDRON LETTERS, 1991, 32 (21) : 2335 - 2338
[5] COBALT-MEDIATED REACTIONS - A NEW SYNTHETIC APPROACH TO BETA-LACTAM, GAMMA-LACTAM AND DELTA-LACTAM
GILL, GB
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REYNOLDS, SJ
[J]. TETRAHEDRON LETTERS, 1989, 30 (24) : 3229 - 3232
[6] ISHIBASHI H, 1993, SYNLETT, P649
[7] SULFUR-DIRECTED REGIOSELECTIVE RADICAL CYCLIZATION LEADING TO BETA-LACTAMS - FORMAL SYNTHESIS OF (+/-)-PS-5 AND (+)-THIENAMYCIN
ISHIBASHI, H
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SATO, T
IKEDA, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) : 1276 - 1284
[8] ISHIBASHI H, 1994, SYNLETT, P445
[9] RADICAL CYCLIZATIONS OF N-VINYLIC ALPHA-CHLOROACETAMIDES - 5-ENDO-TRIG AND 4-EXO-TRIG CYCLIZATIONS
ISHIBASHI, H
NAKAMURA, N
SATO, T
TAKEUCHI, M
IKEDA, M
[J]. TETRAHEDRON LETTERS, 1991, 32 (14) : 1725 - 1728
[10] A NEW SYNTHETIC ROUTE TO (+/-)-THIENAMYCIN VIA 4-EXO TRIGONAL CYCLIZATION OF CARBAMOYL COBALT INTERMEDIATES
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REYNOLDS, SJ
[J]. TETRAHEDRON LETTERS, 1991, 32 (02) : 259 - 262

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