SYNTHESIS OF MILTIRONE BY AN ULTRASOUND-PROMOTED CYCLOADDITION

被引:32
作者
LEE, JN [1 ]
MEI, HS [1 ]
SNYDER, JK [1 ]
机构
[1] BOSTON UNIV,DEPT CHEM,590 COMMONWEALTH AVE,BOSTON,MA 02215
关键词
D O I
10.1021/jo00304a010
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ultrasound-promoted cycloaddition of 3-isopropyl-o-benzoquinone, generated by the in situ silver oxide oxidation of the corresponding catechol, with 6,6-dimethyl-l-vinylcyclohexene has led to the synthesis of miltirone. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:5013 / 5016
页数:4
相关论文
共 37 条
[1]   NATURALLY OCCURRING QUINONES .11. TANSHINONES [J].
BAILLIE, AC ;
THOMSON, RH .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (01) :48-&
[2]   DITERPENCHINONES FROM LABIATAE-ROOTS [J].
BRIESKORN, CH ;
BUCHBERGER, L .
PLANTA MEDICA, 1973, 24 (02) :190-195
[3]  
CHANG HM, 1986, PHARM APPLICATIONS C, V1, P255
[4]  
CHIEN MK, 1978, ACTA CHIM SINICA, V36, P199
[5]  
DROBOVII S, 1977, KHIM PRIR SOEDIN+, P414
[6]   SALVIOLONE, A CYTO-TOXIC BISNORDITERPENE WITH A BENZOTROPOLONE CHROMOPHORE FROM A CHINESE DRUG DAN-SHEN (SALVIA-MILTIORRHIZA) [J].
GINDA, H ;
KUSUMI, T ;
ISHITSUKA, MO ;
KAKISAWA, H ;
WEIJIE, Z ;
JUR, C ;
TIAN, GY .
TETRAHEDRON LETTERS, 1988, 29 (36) :4603-4606
[7]   ASYMMETRIC SYNTHESES OF SALVIA-MILTIORRHIZA ABIETANOID ORTHO-QUINONES - METHYL TANSHINONATE, TANSHINONE-IIB, TANSHINDIOL-B, AND 3-HYDROXYTANSHINONE [J].
HAIZA, M ;
LEE, J ;
SNYDER, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (17) :5008-5013
[8]   STRUCTURE OF SALVIOL - NEW PHENOLIC DITERPENE [J].
HAYASHI, T ;
HANDA, T ;
OHASHI, M ;
KAKISAWA, H ;
HSU, HY ;
CHEN, YP .
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (11) :541-&
[9]  
Hayashi T., 1970, J CHEM SOC CHEM COMM, V5, p299a
[10]  
HONDA G, 1988, CHEM PHARM BULL, V36, P408