DEPSIDONE SYNTHESIS .14. TOTAL SYNTHESIS OF PSOROMIC ACID - ISOPROPYL ETHERS AS USEFUL PHENOLIC PROTECTIVE GROUPS

被引:91
作者
SALA, T [1 ]
SARGENT, MV [1 ]
机构
[1] UNIV WESTERN AUSTRALIA,DEPT ORGAN CHEM,NEDLANDS 6009,W AUSTRALIA,AUSTRALIA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 10期
关键词
D O I
10.1039/p19790002593
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of 4-formyl-3-hydroxy-8-methoxy-1,9-dimethyl-11-oxo- 11H-dibenzo[b,e][1,4]dioxepin-6-carboxylic acid (psoromic acid) (28), a lichen depsidone, by selective functionalization of synthetic methyl 3,8-dimethoxy-1,4,9-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepin-6- carboxylate (methyl O-methylhypopsoromate) (23) and subsequent steps, is described. Attention is drawn to the use of isopropyl ethers as phenol protective groups.
引用
收藏
页码:2593 / 2598
页数:6
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