NEW SYNTHETIC ENTRIES TO (+/-)-ANDIROLACTONE

被引:12
作者
PLANAS, M
SEGURA, C
VENTURA, M
ORTUNO, RM
机构
[1] UNIV AUTONOMA BARCELONA,DEPT QUIM,E-08193 BARCELONA,SPAIN
[2] UNIV GIRONA,DEPT QUIM,E-1701 GIRONA,SPAIN
关键词
D O I
10.1080/00397919408012641
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new and easy syntheses of (+/-)-andirolactone are reported, starting from the major Diels-Alder regio-adduct of 5-methylene-2(5H)-furanone and isoprene.
引用
收藏
页码:651 / 658
页数:8
相关论文
共 10 条
[1]   STUDIES ON STRUCTURALLY SIMPLE ALPHA,BETA-BUTENOLIDES .11. A NEW AND CONVENIENT SYNTHESIS OF PROTOANEMONIN [J].
ALIBES, R ;
FONT, J ;
MULA, A ;
ORTUNO, RM .
SYNTHETIC COMMUNICATIONS, 1990, 20 (17) :2607-2615
[2]   5-METHYLENE-2(5H)-FURANONE AS A DIENOPHILE IN DIELS-ALDER CYCLOADDITIONS - SITE SELECTIVITY AND REGIOSELECTIVITY [J].
ALONSO, D ;
ORTI, J ;
BRANCHADELL, V ;
OLIVA, A ;
ORTUNO, RM ;
BERTRAN, J ;
FONT, J .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :3060-3063
[3]   GENERAL-SYNTHESIS OF 1-OXASPIRO[4.5]DECAN-2-ONES AND 1-OXASPIRO[4.5]DECANES FROM 5-METHYLENE-2(5H)-FURANONE [J].
ALONSO, D ;
FONT, J ;
ORTUNO, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (19) :5567-5572
[4]   4 TERPENOIDS FROM CEDRUS-LIBANOTICA [J].
AVCIBASI, H ;
ANIL, H ;
TOPRAK, M .
PHYTOCHEMISTRY, 1987, 26 (10) :2852-2854
[5]   TOTAL SYNTHESIS OF (+/-)-ALPHA- AND (+/-)-BETA-COPAENES AND YLANGENES [J].
COREY, EJ ;
WATT, DS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (07) :2303-2311
[6]   AN IMPROVED SYNTHESIS OF PROTOANEMONIN [J].
GRUNDMANN, C ;
KOBER, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (08) :2332-2333
[7]  
KRAUSE N, 1990, LIEBIGS ANN CHEM, P603
[8]   SYNTHESIS OF BUTENOLIDES VIA PALLADIUM-PROMOTED CYCLIZATION OF ACYCLIC ALLYLIC ESTERS OF CHLOROMERCURIOACETIC ACID [J].
LAROCK, RC ;
STINN, DE ;
KUO, MY .
TETRAHEDRON LETTERS, 1990, 31 (01) :17-20
[10]   A RADICAL CYCLIZATION ROUTE TO +/-ANDIROLACTONE, A SPIRO-GAMMA-BUTYROLACTONE [J].
SRIKRISHNA, A ;
SHARMA, GVR .
TETRAHEDRON LETTERS, 1988, 29 (49) :6487-6488