Enantioselective synthesis of altohyrtin C (spongistatin 2):: Synthesis of the EF-bis(pyran) subunit

被引:90
作者
Evans, DA [1 ]
Trotter, BW [1 ]
Côté, B [1 ]
Coleman, PJ [1 ]
机构
[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
关键词
altohyrtin; antitumor agents; natural products; spongistatin; total synthesis;
D O I
10.1002/anie.199727411
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:2741 / 2744
页数:4
相关论文
共 32 条
[1]   THE SPONGISTATINS, POTENTLY CYTOTOXIC INHIBITORS OF TUBULIN POLYMERIZATION, BIND IN A DISTINCT REGION OF THE VINCA DOMAIN [J].
BAI, RL ;
TAYLOR, GF ;
CICHACZ, ZA ;
HERALD, CL ;
KEPLER, JA ;
PETTIT, GR ;
HAMEL, E .
BIOCHEMISTRY, 1995, 34 (30) :9714-9721
[2]   OXIDATION OF ALPHA,BETA-UNSATURATED ALDEHYDES [J].
BAL, BS ;
CHILDERS, WE ;
PINNICK, HW .
TETRAHEDRON, 1981, 37 (11) :2091-2096
[4]   D-GLYCOPYRANOSYL PHENYLSULFONES - THEIR USE IN A STEREOCONTROL SYNTHESIS OF CIS-2,6-DISUBSTITUTED TETRAHYDROPYRANS (BETA-D-C-GLYCOSIDES) [J].
BEAU, JM ;
SINAY, P .
TETRAHEDRON LETTERS, 1985, 26 (50) :6189-6192
[5]   PREPARATION AND REDUCTIVE LITHIATION OF 2-DEOXY-D-GLUCOPYRANOSYL PHENYLSULFONES - A HIGHLY STEREOSELECTIVE ROUTE TO C-GLYCOSIDES [J].
BEAU, JM ;
SINAY, P .
TETRAHEDRON LETTERS, 1985, 26 (50) :6185-6188
[6]   USE OF 2-PHENYLSULFONYL CYCLIC ETHERS IN THE PREPARATION OF TETRAHYDROPYRAN AND TETRAHYDROFURAN ACETALS AND IN SOME GLYCOSIDATION REACTIONS [J].
BROWN, DS ;
LEY, SV ;
VILE, S ;
THOMPSON, M .
TETRAHEDRON, 1991, 47 (07) :1329-1342
[7]   SYNTHESIS OF ACYL HALIDES UNDER VERY MILD CONDITIONS [J].
DEVOS, A ;
REMION, J ;
FRISQUEHESBAIN, AM ;
COLENS, A ;
GHOSEZ, L .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (24) :1180-1181
[8]  
Evans D.A., 1997, ANGEW CHEM, V109, P2951
[9]   TOTAL SYNTHESIS OF (+)-A83543A [(+)-LEPICIDIN-A] [J].
EVANS, DA ;
BLACK, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4497-4513
[10]   A stereochemical model for merged 1,2- and 1,3-asymmetric induction in diastereoselective Mukaiyama aldol addition reactions and related processes [J].
Evans, DA ;
Dart, MJ ;
Duffy, JL ;
Yang, MG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (18) :4322-4343