NEW ALTERNATIVES TO OXIDATIVE PHENOLIC COUPLING IN NATURAL-PRODUCTS TOTAL SYNTHESIS

被引：40

作者：

EVANS, DA

HART, DJ

KOELSCH, PM

CAIN, PA

机构：

[1] Department of Chemistry, California Institute of Technology, Pasadena

来源：

PURE AND APPLIED CHEMISTRY | 1979年 / 51卷 / 06期

关键词：

D O I：

10.1351/pac197951061285

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New concepts will be presented which employ quinones in the synthesis of alkaloids and antibiotics. In many instances carbon-carbon bonds, which are constructed biogenetically via oxidative phenolic coupling, can be synthesized from quinoid precursors. The application of these concepts to the total synthesis of colchicine will be presented. © IUPAC

引用

页码：1285 / 1300

页数：16

共 9 条

[1] EVANS D A, 1978, Journal of the American Chemical Society, V100, P4593, DOI 10.1021/ja00482a045
[2] GENERAL APPROACH TO SYNTHESIS OF PHENANTHRENOID COMPOUNDS - ALTERNATIVE TO OXIDATIVE PHENOLIC COUPLING
EVANS, DA
CAIN, PA
WONG, RY
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (21) : 7083 - 7085
[3] SYNTHESIS OF ANTIBACTERIAL PARA-QUINOLS FROM MARINE SPONGES - SYNTHETIC APPLICATIONS OF MASKED QUINONES
EVANS, DA
WONG, RY
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (02) : 350 - 352
[4] NEW SELECTIVE CARBONYL BLOCKING GROUP - REGIOSELECTIVE PROTECTION OF PARA-QUINONES
EVANS, DA
HOFFMAN, JM
TRUESDAL.LK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (17) : 5822 - 5823
[5] EVANS DA, 1973, CHEM COMMUN, P55
[6] APPROACHES TO SYNTHESIS OF MASKED PARA-QUINONE METHIDES - APPLICATIONS TO TOTAL SYNTHESIS OF (+/-)-CHERYLLINE
HART, DJ
CAIN, PA
EVANS, DA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (05) : 1548 - 1557
[7] NEW SYNTHESIS OF ALKALOID (+/-)-COLCHICINE
KOTANI, E
MIYAZAKI, F
TOBINAGA, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (08) : 300 - 301
[8] STEREOSELECTIVE SYNTHESIS OF CYCLOALKENE-FUSED BUTYROLACTONES VIA CYCLOPROPYLCARBINOL SOLVOLYSIS
MARSHALL, JA
ELLISON, RH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (14) : 2070 - 2073
[9] SEEBACH D, 1974, CHEM IND-LONDON, P687

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