A concise total synthesis of dysidiolide through application of a dioxolenium-mediated Diels-Alder reaction

被引:76
作者
Magnuson, SR
Sepp-Lorenzino, L
Rosen, N
Danishefsky, SJ
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
[2] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
[3] Sloan Kettering Inst Canc Res, Lab Mol Oncogenesis, New York, NY 10021 USA
关键词
D O I
10.1021/ja9740428
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1615 / 1616
页数:2
相关论文
共 25 条
[1]   ALKENYL COPPER REAGENTS .18. CARBOCUPRATION OF ACETYLENIC ACETALS AND KETALS SYNTHESIS OF MANICONE, GERANIAL AND 2,4 (E,Z)-DIENALS [J].
ALEXAKIS, A ;
COMMERCON, A ;
COULENTIANOS, C ;
NORMANT, JF .
TETRAHEDRON, 1984, 40 (04) :715-731
[2]   PREPARATION OF GERANIOLENES [J].
ANSELL, MF ;
THOMAS, DA .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (FEB) :539-&
[3]  
BARATTE B, 1992, ANTICANCER RES, V12, P873
[4]   THE LOW-TEMPERATURE, IONIC DIELS-ALDER ADDITION OF VINYL ORTHO ESTERS TO 1,3-DIENES [J].
GASSMAN, PG ;
CHAVAN, SP .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10) :2392-2394
[5]   ETHYNYL ORTHO-ESTERS AS PRECURSORS OF PROPARGYL CATIONS - THE LOW-TEMPERATURE, IONIC DIELS-ALDER ADDITION OF ETHYL PROPIOLATE TO 1,3-DIENES VIA ETHYNYL ORTHO-ESTERS [J].
GASSMAN, PG ;
CHAVAN, SP .
TETRAHEDRON LETTERS, 1988, 29 (28) :3407-3410
[7]   ACROLEIN ACETALS AS ALLYL CATION PRECURSORS IN THE IONIC DIELS-ALDER REACTION [J].
GASSMAN, PG ;
SINGLETON, DA ;
WILWERDING, JJ ;
CHAVAN, SP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (07) :2182-2184
[8]   Acetal and ketal deprotection using montmorillonite K10: The first synthesis of syn-4,8-dioxatricyclo[5.1.0.0(3,5)]-2,6-octanedione [J].
Gautier, ECL ;
Graham, AE ;
McKillop, A ;
Standen, SP ;
Taylor, RJK .
TETRAHEDRON LETTERS, 1997, 38 (11) :1881-1884
[9]  
GIUSTI G, 1972, B SOC CHIM FR, P753
[10]   Dysidiolide: A novel protein phosphatase inhibitor from the Caribbean sponge Dysidea etheria de Laubenfels [J].
Gunasekera, SP ;
McCarthy, PJ ;
KellyBorges, M ;
Lobkovsky, E ;
Clardy, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (36) :8759-8760