Synthesis of Polyacetylenic Acids Isolated from Heisteriaacuminata
摘要:
[GRAPHICS]Four linear polyacetylenic compounds were synthesized. Pentadeca-6,8,10-triynoic acid 1 and octadeca-8,10,12-triynoic acid 2 were synthesized by using acetylene coupling reactions. The syntheses of (Z)-hexadec-11-en-7,9-diynoic acid 3 and (Z)-octadec-12-en-7,9-diynoic acid 4 by using vinylic telluride coupling reactions were accomplished.
Total control on the synthesis of regio and stereoisomers of vinylic tellurides
作者:Miguel J. Dabdoub、Tania M. Cassol
DOI:10.1016/0040-4020(95)00840-5
日期:1995.11
Methodologies for the totalcontrol on the synthesis of E, Z or 1,1-dissubstituted vinylictellurides are described. Tellurobutadienes bearing the butyltellurium moiety at carbon 2 or at carbon 1 with E or Z configuration at the tellurium containing double bond were also obtained. Addition of diisobutylaluminum butyltellurolate to terminal alkynes resulted in the formation of 1-(butylteluro)-1-(organyl)
Hydrozirconation of acetylenic chalcogenides. Synthesis and reactions of zirconated vinyl chalcogenide intermediates
作者:Miguel J. Dabdoub、Mauro L. Begnini、Palimécio G. Guerrero
DOI:10.1016/s0040-4020(98)00014-3
日期:1998.3
Acetylenic tellurides react with Cp2Zr(H)Cl in THF at room temperature to give the alpha-zirconated vinyl telluride intermediates 39, which react with a wide range of electrophiles to give several types of trisubstituted olefins, such as alpha-halo vinyl tellurides, ketene telluro(seleno) acetals, ketene telluro acetals, and vinylic tellurides of Z configuration. Acetylenic selenides undergo similar reactions, but a lack of regioselectivity results in the formation of a mixture of alpha-zirconated 19 and beta- zirconated 20 vinylic selenide intermediates. After a derailed study was established that the use of 2.0 equivalents of Cp2Zr(H)Cl is crucial to perform the total hydrozirconation of acetylenic selenides or tellurides. (C) 1998 Elsevier Science Ltd. All rights reserved.
First example of 1,1-bimetalloalkenes of tellurium and zirconium: Application for stereoselective preparation of (Z)-α-organotelluro-α,β-unsaturated carbonyl compounds
作者:Jin Wuk Sung、Won Bum Jang、Dong Young Oh
DOI:10.1016/0040-4039(96)01711-x
日期:1996.10
Hydrozirconation of acetylenic tellurides 1 affords the first examples of 1,1-bimetalloalkenes of tellurium and zirconium 2. Intermediates 2 are reacted with acyl halides to obtain (Z)-alpha-organotelluro- alpha,beta-unsaturated carbonyl compounds 4 via Zr-Cu transmetallation. Copyright (C) 1996 Elsevier Science Ltd
Synthesis of Polyacetylenic Acids Isolated from <i>Heisteria</i> <i>a</i><i>cuminata</i>
作者:Gilson Zeni、Rodrigo B. Panatieri、Eliseo Lissner、Paulo H. Menezes、Antonio L. Braga、Hélio A. Stefani
DOI:10.1021/ol006946v
日期:2001.3.1
[GRAPHICS]Four linear polyacetylenic compounds were synthesized. Pentadeca-6,8,10-triynoic acid 1 and octadeca-8,10,12-triynoic acid 2 were synthesized by using acetylene coupling reactions. The syntheses of (Z)-hexadec-11-en-7,9-diynoic acid 3 and (Z)-octadec-12-en-7,9-diynoic acid 4 by using vinylic telluride coupling reactions were accomplished.
Stereoselective Synthesis of Z-Vinyltellurides via Hydroboration of Acetylenic Tellurides with DCB and Protonolysis by AcOH
作者:Xian Huang、Chun-Gen Liang
DOI:10.1080/00397910008087239
日期:2000.6
Abstract Hydroboration of acetylenictellurides with dicyclohexylborane (DCB) gives vinylboranes intermediates 2 and 3, which react with AcOH to afford Z-vinyltellurides in high yield.