An unexpected oxidative decarboxylation reaction of frenolicin-B

被引：7

作者：

VanArnum, SD ^{[1
]}

Stepsus, N ^{[1
]}

Carpenter, BK ^{[1
]}

机构：

[1] CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(96)02339-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of free radicals, frenolicin-B (I) undergoes an unexpected oxidative decarboxylation reaction to afford 2 in an overall yield of 51%. Theoretical calculations support the proposed mechanism. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：305 / 308

页数：4

共 6 条

[1]

ARNETT EM, 1993, CHEM SOC REV, P9

[2] PRODUCTION OF DEOXYFRENOLICIN AND A NEW ANTIBIOTIC, FRENOLICIN-B BY STREPTOMYCES-ROSEOFULVUS STRAIN AM-3867 [J].

IWAI, Y ;

KORA, A ;

TAKAHASHI, Y ;

HAYASHI, T ;

AWAYA, J ;

MASUMA, R ;

OIWA, R ;

OMURA, S .

JOURNAL OF ANTIBIOTICS, 1978, 31 (10) :959-965

[3] BOND-DISSOCIATION ENTHALPY OF ALPHA-TOCOPHEROL AND OTHER PHENOLIC ANTIOXIDANTS [J].

LUCARINI, M ;

PEDULLI, GF ;

CIPOLLONE, M .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :5063-5070

[4] CALORIMETRIC STUDY OF 2,4,6-TRI-T-BUTYLPHENOXY RADICAL IN SOLUTION [J].

MAHONEY, LR ;

FERRIS, FC ;

DAROOGE, MA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (14) :3883-&

[5]

WAGNER DDM, 1995, J AM CHEM SOC, V117, P8737

[6]

Wells J.I., 1988, PHARM PREFORMULATION

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