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OXIDATION OF ALPHA-AMINO ESTERS - ONE-STEP SYNTHESIS OF SULFENIMINES
被引:18
作者
:
GORDON, EM
论文数:
0
引用数:
0
h-index:
0
机构:
Squibb Institute for Medical Research, New Jersey, Princeton
GORDON, EM
PLUSCEC, J
论文数:
0
引用数:
0
h-index:
0
机构:
Squibb Institute for Medical Research, New Jersey, Princeton
PLUSCEC, J
机构
:
[1]
Squibb Institute for Medical Research, New Jersey, Princeton
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1979年
/ 44卷
/ 08期
关键词
:
D O I
:
10.1021/jo01322a006
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
α-Amino esters (1) were oxidized to their corresponding sulfenimine derivatives (2) by mild treatment with ptoluenesulfenyl chloride in the presence of acid scavengers. Such amino acid derived sulfenimines are converted to α-keto esters by treatment with triphenylphosphine and silica gel. Oxidation of sulfenimines is discussed, including an example which gives rise to a dehydroamino acid residue. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:1218 / 1221
页数:4
相关论文
共 16 条
[1]
HERSTELLUNG VON ALPHA-AMINOSAUREESTERN DURCH ALKOHOLYSE DER METHYLESTER
BRENNER, M
论文数:
0
引用数:
0
h-index:
0
BRENNER, M
HUBER, W
论文数:
0
引用数:
0
h-index:
0
HUBER, W
[J].
HELVETICA CHIMICA ACTA,
1953,
36
(05)
: 1109
-
1115
[2]
CAIRNS TL, 1955, ORGANIC SYNTHESES, V35, P99
[3]
CHEMISTRY OF SULFUR-NITROGEN BOND .13. NEW SYNTHESIS OF N-ALKYLIDENEARENESULFENAMIDES (SULFENIMINES) - ALKYLATION OF SULFENAMIDE ENOLATE EQUIVALENTS
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
MANCINELLI, PA
论文数:
0
引用数:
0
h-index:
0
MANCINELLI, PA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1978,
43
(09)
: 1797
-
1800
[4]
CHEMISTRY OF SULFUR-NITROGEN BOND .7. REARRANGEMENT OF SULFENIMINES (S-ARYL THIOOXIMES) TO BETA-KETO SULFIDES - ATTEMPTED SYNTHESIS OF BENZO[B]THIOPHENES
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
SKIBO, EB
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SKIBO, EB
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1974,
39
(06)
: 807
-
811
[5]
CHEMISTRY OF SULFUR-NITROGEN BOND .6. CONVENIENT ONE-STEP SYNTHESIS OF SULFENIMINES (S-ARYL THIOOXIMES)
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
SLEGEIR, WAR
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SLEGEIR, WAR
EVANS, S
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
EVANS, S
SCHWARTZ, A
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SCHWARTZ, A
GOFF, DL
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
GOFF, DL
PALMER, R
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
PALMER, R
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1973,
38
(16)
: 2809
-
2813
[6]
CHEMISTRY OF SULFUR-NITROGEN BOND .12. METAL-ASSISTED SYNTHESIS OF SULFENAMIDE DERIVATIVES FROM ALIPHATIC AND AROMATIC DISULFIDES
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
FRIEDMAN, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
FRIEDMAN, AJ
KLUGER, EW
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
KLUGER, EW
SKIBO, EB
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SKIBO, EB
FRETZ, ER
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
FRETZ, ER
MILICIA, AP
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
MILICIA, AP
LEMASTERS, WC
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
LEMASTERS, WC
BENTLEY, MD
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
BENTLEY, MD
LACADIE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
LACADIE, JA
DOUGLASS, IB
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DOUGLASS, IB
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1977,
42
(06)
: 967
-
972
[7]
CHEMISTRY OF SULFUR-NITROGEN BOND .9. TRANSMISSION OF ELECTRONIC EFFECTS IN N-ALKYLIDENEARENESULFENAMIDES, N-ALKYLIDENEARENESULFINAMIDES N-ALKYLIDENEARENESULFONAMIDES, AND ARENESULFENANILIDES
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
KAMINSKI, JM
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
KAMINSKI, JM
KLUGER, EW
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
KLUGER, EW
FREILICH, HS
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
FREILICH, HS
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(24)
: 7085
-
7091
[8]
CHEMISTRY OF SULFUR-NITROGEN BOND .14. ARENESULFENIC ACIDS FROM N-ALKYLIDENEARENESULFINAMIDES (SULFINIMINES)
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
FRIEDMAN, AJ
论文数:
0
引用数:
0
h-index:
0
FRIEDMAN, AJ
NADIR, UK
论文数:
0
引用数:
0
h-index:
0
NADIR, UK
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1978,
100
(09)
: 2844
-
2852
[9]
DAVIS FA, 1974, J AM CHEM SOC, V96, P5000, DOI 10.1021/ja00822a055
[10]
DAVIS FA, 1977, J ORG CHEM, V42, P399
←
1
2
→
共 16 条
[1]
HERSTELLUNG VON ALPHA-AMINOSAUREESTERN DURCH ALKOHOLYSE DER METHYLESTER
BRENNER, M
论文数:
0
引用数:
0
h-index:
0
BRENNER, M
HUBER, W
论文数:
0
引用数:
0
h-index:
0
HUBER, W
[J].
HELVETICA CHIMICA ACTA,
1953,
36
(05)
: 1109
-
1115
[2]
CAIRNS TL, 1955, ORGANIC SYNTHESES, V35, P99
[3]
CHEMISTRY OF SULFUR-NITROGEN BOND .13. NEW SYNTHESIS OF N-ALKYLIDENEARENESULFENAMIDES (SULFENIMINES) - ALKYLATION OF SULFENAMIDE ENOLATE EQUIVALENTS
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
MANCINELLI, PA
论文数:
0
引用数:
0
h-index:
0
MANCINELLI, PA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1978,
43
(09)
: 1797
-
1800
[4]
CHEMISTRY OF SULFUR-NITROGEN BOND .7. REARRANGEMENT OF SULFENIMINES (S-ARYL THIOOXIMES) TO BETA-KETO SULFIDES - ATTEMPTED SYNTHESIS OF BENZO[B]THIOPHENES
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
SKIBO, EB
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SKIBO, EB
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1974,
39
(06)
: 807
-
811
[5]
CHEMISTRY OF SULFUR-NITROGEN BOND .6. CONVENIENT ONE-STEP SYNTHESIS OF SULFENIMINES (S-ARYL THIOOXIMES)
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
SLEGEIR, WAR
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SLEGEIR, WAR
EVANS, S
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
EVANS, S
SCHWARTZ, A
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SCHWARTZ, A
GOFF, DL
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
GOFF, DL
PALMER, R
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
PALMER, R
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1973,
38
(16)
: 2809
-
2813
[6]
CHEMISTRY OF SULFUR-NITROGEN BOND .12. METAL-ASSISTED SYNTHESIS OF SULFENAMIDE DERIVATIVES FROM ALIPHATIC AND AROMATIC DISULFIDES
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
FRIEDMAN, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
FRIEDMAN, AJ
KLUGER, EW
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
KLUGER, EW
SKIBO, EB
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
SKIBO, EB
FRETZ, ER
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
FRETZ, ER
MILICIA, AP
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
MILICIA, AP
LEMASTERS, WC
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
LEMASTERS, WC
BENTLEY, MD
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
BENTLEY, MD
LACADIE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
LACADIE, JA
DOUGLASS, IB
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DOUGLASS, IB
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1977,
42
(06)
: 967
-
972
[7]
CHEMISTRY OF SULFUR-NITROGEN BOND .9. TRANSMISSION OF ELECTRONIC EFFECTS IN N-ALKYLIDENEARENESULFENAMIDES, N-ALKYLIDENEARENESULFINAMIDES N-ALKYLIDENEARENESULFONAMIDES, AND ARENESULFENANILIDES
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DAVIS, FA
KAMINSKI, JM
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
KAMINSKI, JM
KLUGER, EW
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
KLUGER, EW
FREILICH, HS
论文数:
0
引用数:
0
h-index:
0
机构:
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
DREXEL UNIV,DEPT CHEM,PHILADELPHIA,PA 19104
FREILICH, HS
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(24)
: 7085
-
7091
[8]
CHEMISTRY OF SULFUR-NITROGEN BOND .14. ARENESULFENIC ACIDS FROM N-ALKYLIDENEARENESULFINAMIDES (SULFINIMINES)
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
FRIEDMAN, AJ
论文数:
0
引用数:
0
h-index:
0
FRIEDMAN, AJ
NADIR, UK
论文数:
0
引用数:
0
h-index:
0
NADIR, UK
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1978,
100
(09)
: 2844
-
2852
[9]
DAVIS FA, 1974, J AM CHEM SOC, V96, P5000, DOI 10.1021/ja00822a055
[10]
DAVIS FA, 1977, J ORG CHEM, V42, P399
←
1
2
→