REACTIONS OF SILYL ENOL ETHERS AND LACTONE ENOLATES WITH DIMETHYL(METHYLENE)AMMONIUM IODIDE - BIS-ALPHA-METHYLENATION OF PRE-VERNOLEPIN AND PRE-VERNOMENIN

被引:200
作者
DANISHEFSKY, S [1 ]
KITAHARA, T [1 ]
MCKEE, R [1 ]
SCHUDA, PF [1 ]
机构
[1] UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
关键词
D O I
10.1021/ja00437a058
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:6715 / 6717
页数:3
相关论文
共 29 条
[1]  
AHOND A, 1970, B SOC CHIM FR, P2707
[2]   SYNTHESIS OF A CYTOTOXIC VERNOLEPIN PROTOTYPE - OZONIZATION OF SILYLOXYALKENES [J].
CLARK, RD ;
HEATHCOCK, CH .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08) :1396-1403
[3]   REMARKABLE EPOXIDE OPENING - EXPEDITIOUS SYNTHESIS OF VERNOLEPIN AND VERNOMENIN [J].
DANISHEFSKY, S ;
KITAHARA, T ;
SCHUDA, PF ;
ETHEREDGE, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :3028-3030
[4]   STUDIES IN SYNTHESIS OF VERNOLEPIN - DIELS-ALDER APPROACH TO ANGULARLY FUNCTIONALIZED AB SYSTEM [J].
DANISHEFSKY, S ;
SCHUDA, P ;
KATO, K .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (07) :1081-1088
[5]   USEFUL DIENE FOR DIELS-ALDER REACTION [J].
DANISHEFSKY, S ;
KITAHARA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (25) :7807-7808
[6]   FUNCTIONALIZED ALANES FOR CONVERSION OF EPOXIDES TO TRANS-FUSED GAMMA-LACTONES [J].
DANISHEFSKY, S ;
KITAHARA, T ;
TSAI, M ;
DYNAK, J .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (09) :1669-1671
[7]   SYNTHESIS OF ALPHA-METHYLENE-GAMMA-BUTYROLACTONES [J].
GAMMILL, RB ;
WILSON, CA ;
BRYSON, TA .
SYNTHETIC COMMUNICATIONS, 1975, 5 (04) :245-268
[8]  
GRIECO PA, 1975, TETRAHEDRON LETT, P4213
[9]   MODEL STUDIES DIRECTED TOWARD TOTAL SYNTHESIS OF VERNOLEPIN .3. SYNTHESIS OF "ALPHA-METHYLENE-DELTA-VALEROLACTONE AB RING MODEL [J].
GRIECO, PA ;
HIROI, K ;
REAP, JJ ;
NOGUEZ, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (10) :1450-1453
[10]   TOTAL SYNTHESIS OF (+/-)-VERNOLEPIN AND (+/-)-VERNOMENIN [J].
GRIECO, PA ;
NISHIZAWA, M ;
BURKE, SD ;
MARINOVIC, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (06) :1612-1613