Organolanthanide-catalyzed cyclization/boration of 1,5-and 1,6-dienes

被引:46
作者
Molander, GA [1 ]
Pfeiffer, D [1 ]
机构
[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA
关键词
D O I
10.1021/ol006841s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] 1,5- and 1,6-Dienes undergo a cyclization/boration reaction in the presence of a catalytic amount of Cp*Sm-2 . THF. The resulting organoboranes can be oxidized to the corresponding primary cyclic alcohols using standard conditions.
引用
收藏
页码:361 / 363
页数:3
相关论文
共 34 条
[1]  
[Anonymous], CHEMTRACTS
[2]   Potassium allyl- and crotyltrifluoroborates: Stable and efficient agents for allylation and crotylation [J].
Batey, RA ;
Thadani, AN ;
Smil, DV .
TETRAHEDRON LETTERS, 1999, 40 (23) :4289-4292
[3]   Potassium alkenyl- and aryltrifluoroborates: Stable and efficient agents for rhodium-catalyzed addition to aldehydes and enones [J].
Batey, RA ;
Thadani, AN ;
Smil, DV .
ORGANIC LETTERS, 1999, 1 (10) :1683-1686
[4]   EARLY TRANSITION-METAL CATALYZED-HYDROBORATION OF ALKENES [J].
BIJPOST, EA ;
DUCHATEAU, R ;
TEUBEN, JH .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 95 (02) :121-128
[5]  
Brown H.C., 1975, Organic Syntheses via Boranes
[6]  
BURKE JS, UNPUB
[7]   Potassium vinyltrifluoroborate:: A stable and efficient vinylating agent of arenediazonium salts using palladium catalysts [J].
Darses, S ;
Michaud, G ;
Genêt, JP .
TETRAHEDRON LETTERS, 1998, 39 (28) :5045-5048
[8]  
Darses S, 1999, EUR J ORG CHEM, V1999, P1875
[9]   FORMATION AND MOLECULAR-STRUCTURE OF PERMETHYLYTTROCENE METHYL TETRAHYDROFURANATE [J].
DENHAAN, KH ;
DEBOER, JL ;
TEUBEN, JH ;
SMEETS, WJJ ;
SPEK, AL .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 327 (01) :31-38
[10]   SOLUTION SYNTHESIS AND CRYSTALLOGRAPHIC CHARACTERIZATION OF THE DIVALENT ORGANOSAMARIUM COMPLEXES (C5ME5)2SM(THF)2 AND [(C5ME5)SM(MU-I)(THF)2]2 [J].
EVANS, WJ ;
GRATE, JW ;
CHOI, HW ;
BLOOM, I ;
HUNTER, WE ;
ATWOOD, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (04) :941-946