ALKYLPALLADIUM(II) SPECIES - REACTIVE INTERMEDIATES IN A BIS-CYCLIZATION ROUTE TO STRAINED POLYFUSED RING-SYSTEMS

被引：70

作者：

GRIGG, R

SRIDHARAN, V

SUKIRTHALINGAM, S

机构：

[1] School of Chemistry, Leeds University, Leeds

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 31期

关键词：

PALLADIUM; CATALYSIS; CYCLIZATION; STRAINED RING;

D O I：

10.1016/S0040-4039(00)79396-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Alkenyl-allylic and -vinylic acetates or bromides undergo Pd(0) catalysed bis-cyclisation via an initial 5- or 6-exo-trig ring closure generating an alkylpalladium(II) intermediate which reacts further via a 3-, 4- or 5-exo-trig cyclisation onto a proximate alkene or aryl ring generating strained polyfused ring systems stereospecifically.

引用

页码：3855 / 3858

页数：4

共 21 条

[1] INTRAMOLECULAR ALKENE ARYLATIONS FOR RAPID ASSEMBLY OF POLYCYCLIC SYSTEMS CONTAINING QUATERNARY CENTERS - A NEW SYNTHESIS OF SPIROOXINDOLES AND OTHER FUSED AND BRIDGED RING-SYSTEMS
ABELMAN, MM
OH, T
OVERMAN, LE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) : 4130 - 4133
[2] CONSTRUCTION OF QUATERNARY CARBON CENTERS BY PALLADIUM-CATALYZED INTRAMOLECULAR ALKENE INSERTIONS - TOTAL SYNTHESIS OF THE AMARYLLIDACEAE ALKALOIDS (+/-)-TAZETTINE AND (+/-)-6A-EPIPRETAZETTINE
ABELMAN, MM
OVERMAN, LE
TRAN, VD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (19) : 6959 - 6964
[3] PALLADIUM CATALYZED TANDEM CYCLIZATION ANION CAPTURE PROCESSES - HYDRIDE ION CAPTURE BY ALKYL-PALLADIUM AND PI-ALLYL-PALLADIUM SPECIES
BURNS, B
GRIGG, R
RATANANUKUL, P
SRIDHARAN, V
STEVENSON, P
WORAKUN, T
[J]. TETRAHEDRON LETTERS, 1988, 29 (34) : 4329 - 4332
[4] PALLADIUM CATALYZED TANDEM CYCLIZATION ANION CAPTURE PROCESSES - HYDRIDE ION CAPTURE BY VINYLPALLADIUM SPECIES
BURNS, B
GRIGG, R
SRIDHARAN, V
WORAKUN, T
[J]. TETRAHEDRON LETTERS, 1988, 29 (34) : 4325 - 4328
[5] PALLADIUM-CATALYZED POLYENE CYCLIZATIONS OF TRIENYL TRIFLATES
CARPENTER, NE
KUCERA, DJ
OVERMAN, LE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) : 5846 - 5848
[6] GROUP-VIII METAL-CATALYZED C-C BOND-FORMING SEQUENCES
CHIUSOLI, GP
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 300 (1-2) : 57 - 80
[7] PALLADIUM(II) CATALYZED CONSTRUCTION OF TETRASUBSTITUTED CARBON CENTERS, AND SPIRO-RING AND BRIDGED-RING COMPOUNDS FROM ENAMIDES OF 2-IODOBENZOIC ACIDS
GRIGG, R
SRIDHARAN, V
STEVENSON, P
WORAKUN, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (23) : 1697 - 1699
[8] SEQUENTIAL 1,3-DIPOLAR CYCLOADDITION-PALLADIUM CATALYZED CYCLIZATION - A POWERFUL NEW TACTICAL COMBINATION
GRIGG, R
COULTER, T
[J]. TETRAHEDRON LETTERS, 1991, 32 (10) : 1359 - 1362
[9] THE SYNTHESIS OF FUSED RING NITROGEN-HETEROCYCLES VIA REGIOSPECIFIC INTRAMOLECULAR HECK REACTIONS
GRIGG, R
SRIDHARAN, V
STEVENSON, P
SUKIRTHALINGAM, S
WORAKUN, T
[J]. TETRAHEDRON, 1990, 46 (11) : 4003 - 4018
[10] PALLADIUM-CATALYZED POLYCYCLISATION-ANION CAPTURE PROCESSES
GRIGG, R
DORRITY, MJ
MALONE, JF
SRIDHARAN, V
SUKIRTHALINGAM, S
[J]. TETRAHEDRON LETTERS, 1990, 31 (09) : 1343 - 1346

← 1 2 3 →