METHYL JASMONATE - A SHORT SYNTHESIS OF NATURALLY-OCCURRING METHYL JASMONATE AND ITS UNNATURAL ENANTIOMER VIA ENANTIODIVERGENT ALKYLATION OF CYCLOPENT-2-ENE-1,3-DIOL DERIVATIVES BY PALLADIUM(0)-INDUCED REACTIONS

被引:56
作者
MONTFORTS, FP [1 ]
GESINGZIBULAK, I [1 ]
GRAMMENOS, W [1 ]
SCHNEIDER, M [1 ]
LAUMEN, K [1 ]
机构
[1] BERG UNIV GESAMTHSCH WUPPERTAL,FACHBEREICH 9,W-5600 WUPPERTAL,GERMANY
关键词
D O I
10.1002/hlca.19890720822
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1852 / 1859
页数:8
相关论文
共 42 条
[1]   REACTIONS OF ALKYLIDENETRIPHENYLPHOSPHORANES .33. PREPARATIONS OF LITHIUM SALTFREE YLID SOLUTIONS WITH SODIUM BIS(TRIMETHYLSILYL)AMIDE AS BASE [J].
BESTMANN, HJ ;
STRANSKY, W ;
VOSTROWSKY, O .
CHEMISCHE BERICHTE-RECUEIL, 1976, 109 (05) :1694-1700
[2]   A HIGHLY ENANTIOSELECTIVE HYDROLYSIS OF CIS-3,5-DIACETOXYCYCLOPENT-1-ENE - AN ENZYMATIC PREPARATION OF 3(R)-ACETOXY-5(S)-HYDROXYCYCLOPENT-1-ENE [J].
DEARDORFF, DR ;
MATTHEWS, AJ ;
MCMEEKIN, DS ;
CRANEY, CL .
TETRAHEDRON LETTERS, 1986, 27 (11) :1255-1256
[3]   ENANTIOSELECTIVE PREPARATION OF FUNCTIONALIZED CYCLOPENTANOIDS VIA A COMMON CHIRAL (PI-ALLYL)PALLADIUM COMPLEX [J].
DEARDORFF, DR ;
LINDE, RG ;
MARTIN, AM ;
SHULMAN, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2759-2762
[4]  
Demole EP, 1982, FRAGRANCE CHEM, P349
[5]   CLAISEN REARRANGEMENT OF ALLYL AND BENZYL ALCOHOLS WITH 1-DIMETHYLAMINO-1-METHOXYETHENE [J].
FELIX, D ;
GSCHWEND.K ;
WICK, AE ;
ESCHENMOSER, A .
HELVETICA CHIMICA ACTA, 1969, 52 (04) :1030-+
[6]   ENANTIOSPECIFIC TOTAL SYNTHESIS OF PSEUDOMONIC ACIDS FROM ARABINOSE [J].
FLEET, GWJ ;
GOUGH, MJ ;
SHING, TKM .
TETRAHEDRON LETTERS, 1983, 24 (34) :3661-3664
[7]   PERHYDROINDAN DERIVATIVES .V. SYNTHESIS OF SOME 3A-SUBSTITUTED DERIVATIVES [J].
HOUSE, HO ;
BOOTS, SG ;
JONES, VK .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (08) :2519-&
[8]   CLAISEN REARRANGEMENT OF ALLYL ESTERS [J].
IRELAND, RE ;
MUELLER, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (16) :5897-&
[9]   ESTER ENOLATE CLAISEN REARRANGEMENT - STEREOCHEMICAL CONTROL THROUGH STEREOSELECTIVE ENOLATE FORMATION [J].
IRELAND, RE ;
MUELLER, RH ;
WILLARD, AK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2868-2877
[10]  
IRELAND RE, 1975, TETRAHEDRON LETT, V16, P3975