STUDIES ON DIASTEREOSELECTIVITY OF THE COBALT(I) CATALYZED CYCLOISOMERIZATION OF SUBSTITUTED EPSILON-ACETYLENIC BETA-KETOESTER

被引：44

作者：

CRUCIANI, P ^{[1
]}

AUBERT, C ^{[1
]}

MALACRIA, M ^{[1
]}

机构：

[1] UNIV PARIS 06,CNRS,CHIM ORGAN SYNTH LAB,F-75252 PARIS 05,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(00)73466-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cobalt (I) catalyzed cycloisomerization of a epsilon-acetylenic beta'-alkyl beta-ketoester led to highly functionalized methylenecyclopentanes with stereocontrol of two contiguous centers. The level of diastereoselectivity is moderate to high (de = 12.92%).

引用

页码：6677 / 6680

页数：4

共 11 条

[1] STEREOSELECTIVE ACCESS TO THE BASIC SKELETON OF TETRACYCLIC DITERPENES VIA A SEQUENCE OF CONSECUTIVE [3+2],[2+2+2], AND [4+2] CYCLOADDITION REACTIONS
AUBERT, C
GOTTELAND, JP
MALACRIA, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (16) : 4298 - 4305
[2] A STEREOSPECIFIC TOTAL SYNTHESIS OF ALPHA-SANTALOL
COREY, EJ
KIRST, HA
KATZENEL.JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (21) : 6314 - &
[3] ME3SICL/HMPA ACCELERATED CONJUGATE ADDITION OF CATALYTIC COPPER REAGENT - STEREOSELECTIVE SYNTHESIS OF ENOL SILYL ETHER OF ALDEHYDE
HORIGUCHI, Y
MATSUZAWA, S
NAKAMURA, E
KUWAJIMA, I
[J]. TETRAHEDRON LETTERS, 1986, 27 (34) : 4025 - 4028
[4] HORIGUCHI Y, 1986, TETRAHEDRON LETT, V27, P4029
[5] Jones T. K., 1986, ORG SYNTH, V64, P182
[6] LEHNERT W, 1970, TETRAHEDRON LETT, P4723
[7] OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE
MANCUSO, AJ
HUANG, SL
SWERN, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) : 2480 - 2482
[8] INTRAMOLECULAR ENE APPROACH TO STEREOCONTROL OVER 3 CONTIGUOUS CHIRAL CENTERS
MIKAMI, K
TAKAHASHI, K
NAKAI, T
[J]. TETRAHEDRON LETTERS, 1989, 30 (03) : 357 - 360
[9] SKEEAN RW, 1976, TETRAHEDRON LETT, P525
[10] SYNTHETIC APPROACH TO APHIDICOLAN AND STEMODAN BASIC SKELETONS USING A TANDEM PRINCIPLE [2+2+2] AND [4+2] CYCLOADDITION REACTIONS
STAMMLER, R
HALVORSEN, K
GOTTELAND, JP
MALACRIA, M
[J]. TETRAHEDRON LETTERS, 1994, 35 (03) : 417 - 420

← 1 2 →