Synthesis of the tubuvaline-tubuphenylalanine (tuv-tup) fragment of tubulysin

被引:47
作者
Wipf, P [1 ]
Takada, T [1 ]
Rishel, MJ [1 ]
机构
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
关键词
D O I
10.1021/ol048252i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Advanced intermediates and analogues of tubulysins were prepared in a convergent strategy.
引用
收藏
页码:4057 / 4060
页数:4
相关论文
共 28 条
[1]   Asymmetric conjugate reduction of α,β-unsaturated esters using a chiral phosphine-copper catalyst [J].
Appella, DH ;
Moritani, Y ;
Shintani, R ;
Ferreira, EM ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9473-9474
[2]  
Brenner M, 2001, HELV CHIM ACTA, V84, P1181, DOI 10.1002/1522-2675(20010516)84:5<1181::AID-HLCA1181>3.0.CO
[3]  
2-0
[4]   ASYMMETRIC HYDROXYLATION OF ENOLATES WITH N-SULFONYLOXAZIRIDINES [J].
DAVIS, FA ;
CHEN, BC .
CHEMICAL REVIEWS, 1992, 92 (05) :919-934
[5]  
DEARRUDA M, 1995, CANCER RES, V55, P3085
[6]   Stereoselective Mn-mediated coupling of functionalized iodides and hydrazones:: A synthetic entry to the tubulysin γ-amino acids [J].
Friestad, GK ;
Marié, JC ;
Deveau, AM .
ORGANIC LETTERS, 2004, 6 (19) :3249-3252
[7]   1,3-asymmetric induction in enolate alkylation reactions of N-protected gamma-amino acid derivatives [J].
Hanessian, S ;
Schaum, R .
TETRAHEDRON LETTERS, 1997, 38 (02) :163-166
[8]   Semisynthesis and degradation of the tubulin inhibitors epothilone and tubulysin [J].
Höfle, G ;
Glaser, N ;
Leibold, T ;
Karama, U ;
Sasse, F ;
Steinmetz, H .
PURE AND APPLIED CHEMISTRY, 2003, 75 (2-3) :167-178
[9]  
HONORE T, 1978, EUR J MED CHEM, V13, P429
[10]   PRACTICAL SYNTHESIS OF BINAP-RUTHENIUM(II) DICARBOXYLATE COMPLEXES [J].
KITAMURA, M ;
TOKUNAGA, M ;
NOYORI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :4053-4054