CHEMICAL-PROPERTIES OF BETA-TRIKETONES - REEXAMINATION OF ALBIZATIS TANDEM ALDOL PROCESS

被引:8
作者
ARIMOTO, H [1 ]
OHBA, S [1 ]
NISHIYAMA, S [1 ]
YAMAMURA, S [1 ]
机构
[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
关键词
D O I
10.1016/S0040-4039(00)60735-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structural revision of the product of the tandem aldol - Swern oxidation process to beta-triketones is reported. Further oxidation of products leading to the corresponding diketones (ex. 4, 5) was observed. The properties of the beta-triketone are also described.
引用
收藏
页码:4581 / 4584
页数:4
相关论文
共 8 条
[1]   MILD CONDITIONS FOR CYCLIZATION OF BETA-TRIKETIDES TO THE CORRESPONDING GAMMA-PYRONES CARRYING ADJACENT CHIRAL CENTERS TOWARD BIOMIMETIC SYNTHESIS OF FULLY SUBSTITUTED GAMMA-PYRONE-CONTAINING NATURAL-PRODUCTS [J].
ARIMOTO, H ;
NISHIYAMA, S ;
YAMAMURA, S .
TETRAHEDRON LETTERS, 1990, 31 (39) :5619-5620
[2]   SYNTHETIC STUDIES ON FULLY SUBSTITUTED GAMMA-PYRONE-CONTAINING NATURAL-PRODUCTS - SYNTHESIS OF GAMMA-PYRONE DERIVATIVES OBTAINED BY DECOMPOSITION OF PERONIATRIOLS [J].
ARIMOTO, H ;
NISHIYAMA, S ;
YAMAMURA, S .
TETRAHEDRON LETTERS, 1990, 31 (38) :5491-5494
[3]   SYNTHETIC STUDIES ON FULLY SUBSTITUTED GAMMA-PYRONE-CONTAINING NATURAL-PRODUCTS - THE ABSOLUTE-CONFIGURATIONS OF ILIKONAPYRONE AND PERONIATRIOL-I AND PERONIATRIOL-II [J].
ARIMOTO, H ;
CHENG, JF ;
NISHIYAMA, S ;
YAMAMURA, S .
TETRAHEDRON LETTERS, 1993, 34 (36) :5781-5784
[4]   STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .9. ABSOLUTE-CONFIGURATION OF STEGOBINONE [J].
HOFFMANN, RW ;
LADNER, W ;
STEINBACH, K ;
MASSA, W ;
SCHMIDT, R ;
SNATZKE, G .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (08) :2786-2801
[5]   PHEROMONE SYNTHESIS .38. SYNTHESIS OF (2S, 3R, 7RS)-STEGOBINONE [2,3-DIHYDRO-2,3,5-TRIMETHYL-6-(1-METHYL-2-OXOBUTYL)-4H-PYRAN-4-ONE] AND ITS (2R, 3S, 7RS)-ISOMER - THE PHEROMONE OF THE DRUGSTORE BEETLE [J].
MORI, K ;
EBATA, T ;
SAKAKIBARA, M .
TETRAHEDRON, 1981, 37 (04) :709-713
[6]  
PRATT NE, 1991, SYNLETT, P361
[7]   PREPARATION OF 1,3-DIKETONES AND OF NITRO-DIKETONES BY (1-1)-ACYLATION OF LITHIUM ENOLATES WITH ACYL CHLORIDES [J].
SEEBACH, D ;
WELLER, T ;
PROTSCHUK, G ;
BECK, AK ;
HOEKSTRA, MS .
HELVETICA CHIMICA ACTA, 1981, 64 (03) :716-735
[8]   MULTIPLE EQUILIBRATION STRATEGIES IN SYNTHESIS - STEREOCONTROLLED SYNTHESIS OF POLYPROPIONATE FRAGMENTS [J].
ZHAO, YB ;
PRATT, NE ;
HEEG, MJ ;
ALBIZATI, KF .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (06) :1300-1301