STUDIES ON FORSKOLIN RING-C FORMING REACTIONS

被引:20
作者
JORDINE, G
BICK, S
MOLLER, U
WELZEL, P
DAUCHER, B
MAAS, G
机构
[1] RUHR UNIV,FAK CHEM,D-44780 BOCHUM,GERMANY
[2] UNIV KAISERSLAUTERN,FACHBEREICH CHEM,D-67663 KAISERSLAUTERN,GERMANY
关键词
D O I
10.1016/S0040-4020(01)80741-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Labdane derivative 27 has been prepared from (E,E)-farnesol (4). Selenium- and mercury-mediated cyclization of 24 leads to compounds with the opposite configuration at C-8 as found in forskolin.
引用
收藏
页码:139 / 160
页数:22
相关论文
共 54 条
[41]   FREE-RADICAL REARRANGEMENT OF UNSATURATED SULFONES INVOLVING AN INTRAMOLECULAR HYDROGEN ABSTRACTION [J].
PHILLIPS, ED ;
WHITHAM, GH .
TETRAHEDRON LETTERS, 1993, 34 (15) :2541-2544
[42]   RESOLUTION AND ABSOLUTE-CONFIGURATION OF A TRICYCLIC LACTONE - A POTENTIALLY USEFUL PRECURSOR OF HIGHLY FUNCTIONALIZED TERPENOIDS [J].
PREITE, MD ;
ZINCZUK, J ;
COLOMBO, MI ;
BACIGALUPPO, JA ;
GONZALEZSIERRA, M ;
RUVEDA, EA .
TETRAHEDRON-ASYMMETRY, 1993, 4 (01) :17-20
[43]   TICL4/MG/BRCH2CH2BR REAGENT SYSTEM - A 1,2-DIORGANOMETALLIC EQUIVALENT [J].
RAO, SA ;
PERIASAMY, M .
TETRAHEDRON LETTERS, 1988, 29 (13) :1583-1586
[44]   RADICAL-INDUCED EPOXIDE FRAGMENTATION CHEMISTRY - N-BU3SN. RADICAL CATALYZED ISOMERIZATION OF EPOXYKETONES TO CARBOCYCLES [J].
RAWAL, VH ;
KRISHNAMURTHY, V ;
FABRE, A .
TETRAHEDRON LETTERS, 1993, 34 (18) :2899-2902
[45]  
SCHERKENBECK J, 1987, TETRAHEDRON, V44, P6325
[46]   STEREOSELECTION IN THERMAL ASYMMETRIC DIELS-ALDER REACTIONS - ELECTRONIC VS STERIC EFFECTS [J].
STAMMEN, B ;
BERLAGE, U ;
KINDERMANN, R ;
KAISER, M ;
GUNTHER, B ;
SHELDRICK, WS ;
WELZEL, P ;
ROTH, WR .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (24) :6566-6575
[47]   ALICYCLIC TERPENOIDS FROM CYCLOCITRYL PHENYL SULFIDES .7. SYNTHESIS OF DIASTEREOMERS OF (+/)-LABDA-7,14-DIEN-13-OL THROUGH STEREOSPECIFIC CYCLIZATION OF FARNESYL PHENYL SULFONE [J].
TORII, S ;
UNEYAMA, K ;
KAWAHARA, I ;
KUYAMA, M .
CHEMISTRY LETTERS, 1978, (04) :455-456
[48]   CHEMOSELECTIVE OXIDATION OF SULFIDES TO SULFONES WITH POTASSIUM HYDROGEN PERSULFATE [J].
TROST, BM ;
CURRAN, DP .
TETRAHEDRON LETTERS, 1981, 22 (14) :1287-1290
[49]   ALPHA-SULFENYLATED CARBONYL-COMPOUNDS IN ORGANIC-SYNTHESIS [J].
TROST, BM .
CHEMICAL REVIEWS, 1978, 78 (04) :363-382