A second-generation radical-based synthesis of (+)-7-deoxypancratistatin

被引:56
作者
Keck, GE [1 ]
Wager, TT [1 ]
McHardy, SF [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
D O I
10.1021/jo981890s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:9164 / 9165
页数:2
相关论文
共 25 条
[1]   STEREOCONTROL IN THE INTRAMOLECULAR DIELS-ALDER REACTION .4. A REMARKABLE EFFECT OF OVERLAP REQUIREMENTS IN THE CONNECTING CHAIN [J].
BOECKMAN, RK ;
DEMKO, DM .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (09) :1789-1792
[2]   AN ASYMMETRIC-SYNTHESIS OF (-)-DEOXYPODOPHYLLOTOXIN [J].
BOGUCKI, DE ;
CHARLTON, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (03) :588-593
[3]   USE OF PYRIDINIUM CHLOROCHROMATE AS METHYLENE OXIDANT IN 5,6-DIHYDROPYRANS - A PRACTICAL, ONE-STEP PREPARATION OF THE ANHYDROMEVALONOLACTONE [J].
BONADIES, F ;
DIFABIO, R ;
BONINI, C .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (09) :1647-1649
[4]   Total synthesis of (+)-7-deoxypancratistatin and (+)-7-deoxy-trans-dihydronarciclasine [J].
Chida, N ;
Jitsuoka, M ;
Yamamoto, Y ;
Ohtsuka, M ;
Ogawa, S .
HETEROCYCLES, 1996, 43 (07) :1385-1390
[5]   TOTAL SYNTHESIS OF (+/-)-PANCRATISTATIN [J].
DANISHEFSKY, S ;
LEE, JY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (13) :4829-4837
[6]   A convergent synthesis of (+)-pancratistatin based on intramolecular electrophilic aromatic substitution [J].
Doyle, TJ ;
Hendrix, M ;
VanDerveer, D ;
Javanmard, S ;
Haseltine, J .
TETRAHEDRON, 1997, 53 (32) :11153-11170
[7]   PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND MANNONOLACTAM FROM L-GULONOLACTONE - SYNTHESIS OF L-DEOXYMANNOJIRIMYCIN AND L-MANNONOLACTAM FROM D-GULONOLACTONE [J].
FLEET, GWJ ;
RAMSDEN, NG ;
WITTY, DR .
TETRAHEDRON, 1989, 45 (01) :319-326
[8]   CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .29. ISOCARBOSTYRIL ALKALOIDS FROM HAEMANTHUS-KALBREYERI [J].
GHOSAL, S ;
SINGH, S ;
KUMAR, Y ;
SRIVASTAVA, RS .
PHYTOCHEMISTRY, 1989, 28 (02) :611-613
[9]   Toluene dioxygenase-mediated cis-dihydroxylation of aromatics in enantioselective synthesis. Asymmetric total syntheses of pancratistatin and 7-deoxypancratistatin, promising antitumor agents [J].
Hudlicky, T ;
Tian, XR ;
Konigsberger, K ;
Maurya, R ;
Rouden, J ;
Fan, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (44) :10752-10765
[10]   ABSOLUTE RATE CONSTANTS FOR REACTION OF PHENYL, 2,2-DIMETHYLVINYL, CYCLOPROPYL, AND NEOPENTYL RADICALS WITH TRI-NORMAL-BUTYLSTANNANE - COMPARISON OF THE RADICAL TRAPPING ABILITIES OF TRI-NORMAL-BUTYLSTANNANE AND GERMANE [J].
JOHNSTON, LJ ;
LUSZTYK, J ;
WAYNER, DDM ;
ABEYWICKREYMA, AN ;
BECKWITH, ALJ ;
SCAIANO, JC ;
INGOLD, KU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (15) :4594-4596