THE STEREOCHEMISTRY OF THE CHEMICAL RING-CONTRACTION OF KAURENOLIDES TO GIBBERELLINS

被引:3
作者
ALAM, M [1 ]
HANSON, JR [1 ]
机构
[1] UNIV SUSSEX,SCH MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 09期
关键词
D O I
10.1039/p19900002577
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reductive ring-contraction of the sulphonate ester of 7α,18-dihydroxykaurenolide with lithium aluminium hydride is shown to afford the 6-epi-7,19-dihydroxygibberell-16-ene.
引用
收藏
页码:2577 / 2579
页数:3
相关论文
共 11 条
[1]   PARTIAL SYNTHESIS OF A TRACHYLOBAGIBBERELLIN ANALOG [J].
ARRAEZ, JD ;
FRAGA, BM ;
GONZALEZ, AG ;
LUIS, JG ;
FAYOS, J ;
PERALES, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (02) :207-211
[2]   FUNGAL PRODUCTS .6. 3-HYDROXYLATION OF GIBBERELIN A12-ALDEHYDE IN GIBBERELLA-FUJIKUROI STRAIN REC-193A [J].
BEARDER, JR ;
MACMILLAN, J ;
PHINNEY, BO .
PHYTOCHEMISTRY, 1973, 12 (09) :2173-2179
[3]   NEW METABOLITES OF GIBBERELLA FUJIKUROI .4. STRUCTURES OF 7,18-DIHYDROXY- AND 7,16,18-TRIHYDROXY-KAURENOLIDE [J].
CROSS, BE ;
GALT, RHB ;
HANSON, JR .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (JUL) :3783-&
[4]   BIOSYNTHESIS OF GIBBERELLINS .3. [J].
CROSS, BE ;
NORTON, K ;
STEWART, JC .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (09) :1054-&
[5]   NEW METABOLITES OF GIBBERELLA FUJIKUROI .8. GIBBERELLIN A12 [J].
CROSS, BE ;
NORTON, K .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (MAR) :1570-&
[6]   NEW METABOLITES OF GIBBERELLA FUJIKUROI .3. STRUCTURE OF 7-HYDROXYKAURENOLIDE [J].
CROSS, BE ;
HANSON, JR ;
GALT, RHB .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (MAY) :2944-&
[7]   NEW METABOLITES OF GIBBERELLA FUJIKUROI .11. GIBBERELLIN A14 [J].
CROSS, BE .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (05) :501-&
[8]  
DAVIS CA, IN PRESS J CHEM S P1
[9]   NEW METABOLITES OF GIBBERELLA FUJIKUROI .7. PREPARATION OF SOME RING-B NOR-DERIVATIVES [J].
GALT, RHB .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (MAR) :1565-&
[10]   STUDIES IN TERPENOID BIOSYNTHESIS .9. SEQUENCE OF OXIDATION ON RING B IN KAURENE-GIBBERELLIN BIOSYNTHESIS [J].
HANSON, JR ;
HAWKER, J ;
WHITE, AF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (15) :1892-&