Diels-Alder reactivity of 1-alkoxyphenyl-3-trialkylsiloxy-1,3-dienes

被引:11
作者
Adeva, M [1 ]
Caballero, E [1 ]
Garcia, F [1 ]
Medarde, M [1 ]
Sahagun, H [1 ]
Tome, F [1 ]
机构
[1] UNIV SALAMANCA,FAC FARM,DEPT QUIM ORGAN & FARMACEUT,E-37007 SALAMANCA,SPAIN
关键词
D O I
10.1016/S0040-4039(97)01588-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 1-(3,4,5-trimethoxyphenyl)-3-trialkylsiloxy-1,3-butadienes and their Diels-Alder reaction with selected dienophiles at room temperature is described. These aryldienes are useful building blocks for the synthesis of natural and pharmacological active products, as has been shown by the preparation of a tetracyclic ketone needed for the synthesis of new anthracycline analogues. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:6893 / 6896
页数:4
相关论文
共 24 条
[1]   TRIMETREXATE FOR THE TREATMENT OF PNEUMOCYSTIS-CARINII PNEUMONIA IN PATIENTS WITH ACQUIRED-IMMUNODEFICIENCY-SYNDROME [J].
ALLEGRA, CJ ;
CHABNER, BA ;
TUAZON, CU ;
OGATAARAKAKI, D ;
BAIRD, B ;
DRAKE, JC ;
SIMMONS, JT ;
LACK, EE ;
SHELHAMER, JH ;
BALIS, F ;
WALKER, R ;
KOVACS, JA ;
LANE, HC ;
MASUR, H .
NEW ENGLAND JOURNAL OF MEDICINE, 1987, 317 (16) :978-985
[2]   METABOLITIES OF THE MARINE PROSOBRANCH MOLLUSK LAMELLARIA SP [J].
ANDERSEN, RJ ;
FAULKNER, DJ ;
HE, CH ;
VANDUYNE, GD ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (19) :5492-5495
[3]  
AYRES DC, 1990, LIGNANS CHEM BIOL CL
[4]  
BEIFUSS U, 1995, ANGEW CHEM INT EDIT, V34, P647, DOI 10.1002/anie.199506471
[5]   (+)- AND ENT-(-)-DUOCARMYCIN SA AND (+)- AND ENT-(-)-N-BOC-DSA DNA ALKYLATION PROPERTIES - ALKYLATION SITE MODELS THAT ACCOMMODATE THE OFFSET AT-RICH ADENINE N3 ALKYLATION SELECTIVITY OF THE ENANTIOMERIC AGENTS [J].
BOGER, DL ;
JOHNSON, DS ;
YUN, WY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (05) :1635-1656
[6]  
BOGER DL, 1992, ADV HETEROCYCLIC NAT, V2, P1
[7]   Synthesis and cytotoxic activity of phenyl-hexahydropyrrolo[3,4-c]carbazoles [J].
Caballero, E ;
Garcia, F ;
Gravalos, DG ;
Medarde, M ;
Sahagun, H ;
Tome, F .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (20) :2459-2462
[8]   Synthesis and Diels-Alder reactivity of simple 1-phenoxy-1,3-dienes [J].
Caballero, E ;
Guilhot, F ;
Lopez, JL ;
Medarde, M ;
Sahagun, H ;
Tome, F .
TETRAHEDRON LETTERS, 1996, 37 (38) :6951-6954
[9]  
Carruthers W, 1990, Cycloaddition Reactions in Organic Synthesis
[10]   FOLATE ANTAGONISTS .20. SYNTHESIS AND ANTI-TUMOR AND ANTI-MALARIAL PROPERTIES OF TRIMETREXATE AND RELATED 6-[(PHENYLAMINO)METHYL]-2,4-QUINAZOLINEDIAMINES [J].
ELSLAGER, EF ;
JOHNSON, JL ;
WERBEL, LM .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (12) :1753-1760