Asymmetric synthesis of the C(10)-C(16) segment of the bryostatins

被引:46
作者
Lampe, TFJ [1 ]
Hoffmann, HMR [1 ]
机构
[1] UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY
关键词
D O I
10.1016/0040-4039(96)01759-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The C(10)-C(16) segment of the bryostatins has been synthesized (12 steps, 15% overall yield) and a cyanohydrin based strategy was developed for coupling with a C(I)-C(9) model. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:7695 / 7698
页数:4
相关论文
共 12 条
[1]   CONTROL OF REMOTE ENOATE GEOMETRY IN THE BRYOSTATINS WITH A TETHERED HORNER-WADSWORTH-EMMONS REAGENT [J].
EVANS, DA ;
CARREIRA, EM .
TETRAHEDRON LETTERS, 1990, 31 (33) :4703-4706
[2]   DIASTEREOSELECTIVE BROMINE/LITHIUM-EXCHANGE APPLIED TO THE SYNTHESIS OF A C-1/C-9-SEGMENT OF BRYOSTATINS [J].
HOFFMANN, RW ;
STIASNY, HC .
TETRAHEDRON LETTERS, 1995, 36 (26) :4595-4598
[3]   SYNTHESIS OF BRYOSTATIN-7 [J].
KAGEYAMA, M ;
TAMURA, T ;
NANTZ, MH ;
ROBERTS, JC ;
SOMFAI, P ;
WHRITENOUR, DC ;
MASAMUNE, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (20) :7407-7408
[4]   Enantioselective synthesis of the C1-C9 segment of bryostatin by kinetic resolution of racemic alpha-keto esters [J].
Kalesse, M ;
Eh, M .
TETRAHEDRON LETTERS, 1996, 37 (11) :1767-1770
[5]   THE TRIPHENYLMETHYL (TRITYL) GROUP AND ITS USES IN NUCLEOTIDE CHEMISTRY [J].
KOHLI, V ;
BLOCKER, H ;
KOSTER, H .
TETRAHEDRON LETTERS, 1980, 21 (28) :2683-2686
[6]  
LAMPE TFJ, UNPUB CHEM COMM
[7]  
LAMPE TFJ, 1996, J CHEM SOC CHEM COMM, P1931
[8]  
LAMPE TFJ, 1996, IN PRESS TETRAHEDRON, V7
[9]   TOTAL SYNTHESIS OF BIOACTIVE MARINE MACROLIDES [J].
NORCROSS, RD ;
PATERSON, I .
CHEMICAL REVIEWS, 1995, 95 (06) :2041-2114
[10]  
Pettit G. R., 1989, CHEMIST, P11