Enantioselective total synthesis of batzelladine F: Structural revision and stereochemical definition

被引:80
作者
Cohen, F [1 ]
Overman, LE [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
关键词
D O I
10.1021/ja017067m
中图分类号
O6 [化学];
学科分类号
0703 ;
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页码:10782 / 10783
页数:2
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共 13 条
[1]   HETEROCYCLIC SYNTHESES WITH ISOTHIOCYANATOFORMIC ESTERS AND THEIR DERIVATIVES [J].
ATKINS, PR ;
GLUE, SEJ ;
KAY, IT .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (22) :2644-2646
[2]   Synthesis of the left hand unit of batzelladine F; Revision of the reported relative stereochemistry [J].
Black, GP ;
Murphy, PJ ;
Thornhill, AJ ;
Walshe, NDA ;
Zanetti, C .
TETRAHEDRON, 1999, 55 (21) :6547-6554
[3]   Novel polycyclic guanidine alkaloids from two marine sponges of the genus Monanchora [J].
Braekman, JC ;
Daloze, D ;
Tavares, R ;
Hajdu, E ;
Van Soest, RWM .
JOURNAL OF NATURAL PRODUCTS, 2000, 63 (02) :193-196
[4]   Asymmetric total synthesis of batzelladine D [J].
Cohen, F ;
Overman, LE ;
Sakata, SKL .
ORGANIC LETTERS, 1999, 1 (13) :2169-2172
[5]   Application of the tethered Biginelli reaction for enantioselective synthesis of batzelladine alkaloids. Absolute configuration of the tricyclic guanidine portion of batzelladine B [J].
Franklin, AS ;
Ly, SK ;
Mackin, GH ;
Overman, LE ;
Shaka, AJ .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1512-1519
[6]   Tuning stereoselection in tethered Biginelli condensations.: Synthesis of cis- or trans-1-oxo- and 1-iminohexahydropyrrolo[1,2-c]pyrimidine [J].
McDonald, AI ;
Overman, LE .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1520-1528
[7]   NOVEL ALKALOIDS FROM THE SPONGE BATZELLA SP - INHIBITORS OF HIV GP120-HUMAN CD4 BINDING [J].
PATIL, AD ;
KUMAR, NV ;
KOKKE, WC ;
BEAN, MF ;
FREYER, AJ ;
DEBROSSE, C ;
MAI, S ;
TRUNEH, A ;
FAULKNER, DJ ;
CARTE, B ;
BREEN, AL ;
HERTZBERG, RP ;
JOHNSON, RK ;
WESTLEY, JW ;
POTTS, BCM .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1182-1188
[8]   Batzelladines F-I, novel alkaloids from the sponge Batzella sp.: Inducers of p56(lck)-CD4 dissociation [J].
Patil, AD ;
Freyer, AJ ;
Taylor, PB ;
Carte, B ;
Zuber, G ;
Johnson, RK ;
Faulkner, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (06) :1814-1819
[9]  
REUMAN M, 1994, TETRAHEDRON LETT, V34, P8303
[10]  
SEEBACH D, 1993, ORG SYNTH, V71, P39