7-CIS-3-DEYDRORETINAL AND 7,9-DICIS-3-DEHYDRORETINAL - HINDERED ISOMERS OF VITAMIN-A(2) ALDEHYDE

被引:4
作者
CHEN, RL [1 ]
LIU, RSH [1 ]
机构
[1] UNIV HAWAII, DEPT CHEM, HONOLULU, HI 96822 USA
关键词
D O I
10.1016/S0040-4039(00)73404-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Successful synthesis of the hindered 7-cis and 7,9-dicis isomers of 3-dehydroretinal from beta-ionone is reported. The procedure, involving introduction of the hindered 7-cis geometry prior to the 3,4-double bond, should be applicable to preparation of other unknown isomers of Vitamin Aa aldehyde.
引用
收藏
页码:6251 / 6254
页数:4
相关论文
共 14 条
[1]   SYNTHESIS OF (+/-)-E-4-(1,2,4-TRIHYDROXY-2,6,6-TRIMETHYLCYCLOHEXYL)-BUT-3-EN-2-ONE - A NOVEL DEGRADED CAROTENOID ISOLATED FROM NEW-ZEALAND THYME (THYMUS-VULGARIS) HONEY [J].
BROOM, SJ ;
EDE, RM ;
WILKINS, AL .
TETRAHEDRON LETTERS, 1992, 33 (22) :3197-3200
[2]  
DENNY M, 1987, TETRAHEDRON LETT, V28, P259
[3]   *UBER DIE ESTER UND ATHER DES SYNTHETISCHEN VITAMINS-A [J].
ISLER, O ;
RONCO, A ;
GUEX, W ;
HINDLEY, NC ;
HUBER, W ;
DIALER, K ;
KOFLER, M .
HELVETICA CHIMICA ACTA, 1949, 32 (02) :489-+
[4]   NEW GEOMETRIC ISOMERS OF VITAMIN-A AND CAROTENOIDS .5. 7-CIS-3-DEHYDRORETINAL AND 7-CIS-3-DEHYDRO C18 KETONE FROM DIRECT IRRADIATION OF TRANS ISOMERS IN POLAR-SOLVENTS [J].
LIU, RSH ;
ASATO, AE ;
DENNY, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (24) :8095-8097
[5]  
LIU RSH, 1982, METHOD ENZYMOL, V88, P506
[6]   PHOTOCHEMISTRY AND SYNTHESIS OF STEREOISOMERS OF VITAMIN-A [J].
LIU, RSH ;
ASATO, AE .
TETRAHEDRON, 1984, 40 (11) :1931-1969
[7]   7-CIS-PORPHYROPSIN FROM 7-CIS-3-DEHYDRORETINAL AND CATTLE OPSIN [J].
MATSUMOTO, H ;
ASATO, AE ;
LIU, RSH .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1979, 29 (04) :695-698
[8]   PHOTOCHEMICAL AND THERMAL INTERNAL CYCLOADDITIONS IN "RETRO-GAMMA-IONYLIDENEMALONONITRILE [J].
RAMAMURT.V ;
LIU, RSH .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3435-3436
[9]  
RAMAMURTHY V, 1973, J ORG CHEM, V38, P1247, DOI 10.1021/jo00946a050
[10]  
RAMAMURTHY V, 1973, TETRAHEDRON LETT, P441