STEREOCONTROLLED SYNTHESIS OF 2,5-LINKED MONOTETRAHYDROFURAN UNITS OF ACETOGENINS

被引:54
作者
HARMANGE, JC [1 ]
FIGADERE, B [1 ]
CAVE, A [1 ]
机构
[1] FAC PHARM CHATENAY MALABRY,CNRS,PHARMACOGNOSIE LAB,F-92296 CHATENAY MALABRY,FRANCE
关键词
STEREOSPECIFIC SYNTHESIS; TETRAHYDROFURANS; RELATIVE STEREOCHEMISTRY; ACETOGENINS;
D O I
10.1016/0040-4039(92)89022-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An approach to the stereocontrolled monotetrahydrofuran units of acetogenins is described. The NMR data of the two synthesized diastereoisomers 11 and 12 allow us to define the relative configuration of the monotetrahydrofuran acetogenins.
引用
收藏
页码:5749 / 5752
页数:4
相关论文
共 6 条
[1]   ACETOGENINS OF ANNONACEAE .13. A NEW TYPE OF CYTOTOXIC ACETOGENINS - THE TETRAHYDROFURANIC BETA-HYDROXY METHYL GAMMA-LACTONES [J].
CORTES, D ;
MYINT, SH ;
LEBOEUF, M ;
CAVE, A .
TETRAHEDRON LETTERS, 1991, 32 (43) :6133-6134
[2]   COROSSOLONE AND COROSSOLINE, 2 NEW CYTOTOXIC MONOTETRAHYDROFURAN GAMMA-LACTONES [J].
CORTES, D ;
MYINT, SH ;
LAURENS, A ;
HOCQUEMILLER, R ;
LEBOEUF, M ;
CAVE, A .
CANADIAN JOURNAL OF CHEMISTRY, 1991, 69 (01) :8-11
[3]   STEREOSPECIFIC SYNTHESIS OF (+)-MURICATACIN - A BIOLOGICALLY-ACTIVE ACETOGENIN DERIVATIVE [J].
FIGADERE, B ;
HARMANGE, JC ;
LAURENS, A ;
CAVE, A .
TETRAHEDRON LETTERS, 1991, 32 (51) :7539-7542
[4]   ENANTIOSPECIFIC PREPARATION OF THE LACTONE FRAGMENT OF MURISOLIN .8. [J].
HARMANGE, JC ;
FIGADERE, B ;
HOCQUEMILLER, R .
TETRAHEDRON-ASYMMETRY, 1991, 2 (05) :347-350
[5]   ANNONACINS AND ANNONASTATIN FROM ANNONA-SQUAMOSA [J].
LIEB, F ;
NONFON, M ;
WACHENDORFFNEUMANN, U ;
WENDISCH, D .
PLANTA MEDICA, 1990, 56 (03) :317-319
[6]   ANNONACEOUS ACETOGENINS - A REVIEW [J].
RUPPRECHT, JK ;
HUI, YH ;
MCLAUGHLIN, JL .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (02) :237-278