Total synthesis of the cyathane diterpenoid (±)-sarcodonin G

被引:40
作者
Piers, E [1 ]
Gilbert, M [1 ]
Cook, KL [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
关键词
D O I
10.1021/ol0057333
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of (+/-)-sarcodonin G (3), a highly functionalized member of the cyathane family of diterpenoids, is described.
引用
收藏
页码:1407 / 1410
页数:4
相关论文
共 37 条
[1]  
ALDERDICE M, 1990, ORG SYNTH, V62, P14
[2]   CYATHIN - NEW ANTIBIOTIC COMPLEX PRODUCED BY CYATHUS-HELENAE [J].
ALLBUTT, AD ;
AYER, WA ;
BRODIE, HJ ;
JOHRI, BN ;
TAUBE, H .
CANADIAN JOURNAL OF MICROBIOLOGY, 1971, 17 (11) :1401-&
[3]  
AYER WA, 1972, TETRAHEDRON LETT, P1917
[4]   METABOLITES OF BIRDS NEST FUNGI .11. DITERPENOID METABOLITES OF CYATHUS-EARLEI LLOYD [J].
AYER, WA ;
LEE, SP .
CANADIAN JOURNAL OF CHEMISTRY, 1979, 57 (24) :3332-3337
[5]   THE SYNTHESIS OF THE CYATHINS .1. SYNTHESIS OF A TRICYCLIC INTERMEDIATE [J].
AYER, WA ;
WARD, DE ;
BROWNE, LM ;
DELBAERE, LTJ ;
HOYANO, Y .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1981, 59 (17) :2665-2672
[6]   HYDROGEN-BONDING IN ORGANIC-SYNTHESIS .6. C-ALKYLATION OF BETA-DICARBONYL COMPOUNDS USING TETRA-ALKYLAMMONIUM FLUORIDES [J].
CLARK, JH ;
MILLER, JM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (15) :1743-1745
[7]   GENERATION AND SYNTHETIC USE OF METALLATED DIMETHYLHYDRAZONES REGION AND STEREOSELECTIVE ALKYLATION OF CARBONYL-COMPOUNDS [J].
COREY, EJ ;
ENDERS, D .
CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (04) :1337-1361
[8]   EXPLORATORY SYNTHETIC STUDIES INVOLVING THE TRICYCLO[9.3.0.0(2,8)]TETRADECANE RING-SYSTEM PECULIAR TO THE CYATHINS [J].
DAHNKE, KR ;
PAQUETTE, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (04) :885-899
[9]   READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].
DESS, DB ;
MARTIN, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156
[10]  
DORMOY JR, 1995, ENCY REAGENTS ORGANI, V8, P5393