USE OF A MASKED ALDOL UNIT IN THE SYNTHESIS OF THE RIGHT SIDE OF FK-506

被引:26
作者
IRELAND, RE
WIPF, P
ROPER, TD
机构
[1] Department of Chemistry, University of Virginia, Charlottesville, Virginia 22901, McCormick Road
关键词
D O I
10.1021/jo00295a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A strategy for the synthesis of the C16–C27right side portion (2) of the immunosuppressant FK-506 is developed. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2284 / 2285
页数:2
相关论文
共 32 条
[1]   CHEMISTRY OF FK-506 - BENZILIC ACID REARRANGEMENT OF THE TRICARBONYL SYSTEM [J].
ASKIN, D ;
REAMER, RA ;
JONES, TK ;
VOLANTE, RP ;
SHINKAI, I .
TETRAHEDRON LETTERS, 1989, 30 (06) :671-674
[2]   STEREOSELECTIVE ALDOL REACTIONS WITH ALPHA-UNSUBSTITUTED CHIRAL ENOLATES [J].
BRAUN, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (01) :24-37
[3]   CHIRAL SYNTHESIS VIA ORGANOBORANES .21. ALLYLBORATION AND CROTYLBORATION OF ALPHA-CHIRAL ALDEHYDES WITH DIISOPINOCAMPHEYLBORON AS THE CHIRAL AUXILIARY [J].
BROWN, HC ;
BHAT, KS ;
RANDAD, RS .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) :1570-1576
[4]  
COLEMAN RS, 1989, HETEROCYCLES, V28, P157
[5]   ENANTIOSELECTIVE SYNTHESIS OF THE C(18)-C(35) SEGMENT OF IMMUNOSUPPRESSANT FK-506 USING EFFICIENT NEW METHODOLOGY [J].
COREY, EJ ;
HUANG, HC .
TETRAHEDRON LETTERS, 1989, 30 (39) :5235-5238
[6]   A GENERAL-APPROACH TO THE STEREOSELECTIVE SYNTHESIS OF SPIROKETALS - A TOTAL SYNTHESIS OF THE PHEROMONES OF THE OLIVE FRUIT-FLY AND RELATED-COMPOUNDS [J].
DESHONG, P ;
WALTERMIRE, RE ;
AMMON, HL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (06) :1901-1910
[7]   SYNTHETIC ROUTE TO THE TRICARBONYL REGION OF FK-506 [J].
EGBERTSON, M ;
DANISHEFSKY, SJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (01) :11-12
[8]  
HOPPE D, 1989, SYNTHESIS-STUTTGART, P83
[9]   METHODOLOGY FOR THE ENANTIOSELECTIVE SYNTHESIS OF ALDOLS AND OTHER 1,3-DIOXYGENATED SYSTEMS [J].
IRELAND, RE ;
WIPF, P ;
MILTZ, W ;
VANASSE, B .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (05) :1423-1424
[10]   STUDIES DIRECTED TOWARDS THE TOTAL SYNTHESIS OF FK-506 - PREPARATION OF A C(1) TO C(15) SEGMENT [J].
IRELAND, RE ;
WIPF, P .
TETRAHEDRON LETTERS, 1989, 30 (08) :919-922