131330-72-8Relevant academic research and scientific papers
Alkylidenesilacyclopropanes derived from allenes: Applications to the selective synthesis of triols and homoallylic alcohols
Buchner, Kay M.,Clark, Timothy B.,Loy, Janice M.N.,Nguyen, Thong X.,Woerpel
supporting information; experimental part, p. 2173 - 2175 (2009/10/24)
Several alkylidenesilacyclopropanes were prepared by silver-mediated silylene transfer to allenes. Oxasilacyclopentanes derived from allenes were prepared with high regio- and diastereoselectivity by a two-step, one-flask silacyclopropanation/carbonyl ins
Enantioselective and regioselective nickel-catalyzed multicomponent coupling of chiral allenes, aromatic aldehydes, and silanes
Ng, Sze-Sze,Jamison, Timothy F.
, p. 11405 - 11417 (2007/10/03)
A detailed account of the development of a recently developed, nickel-catalyzed multicomponent coupling of chiral allenes, aromatic aldehydes, and silanes is described. The axial chirality of the allene is transferred completely to the product, a trisubstituted Z-allylic alcohol protected as a silyl ether. A very high preference for sp rather than sp2 coupling is observed, and differentially substituted allenes undergo highly site-selective coupling. These transformations represent the first enantioselective multi-component coupling processes of allenes.
Toxicity of Pumiliotoxin 251D and Synthetic Analogs to the Cotton Pest Heliothis virescens
Bargar, Thomas M.,Lett, Renee M.,Johnson, Peter L.,Hunter, James E.,Chang, C. P.,et al.
, p. 1044 - 1051 (2007/10/02)
A series of 13 simplified analogs of frog skin derived pumiliotoxin indolizidine alkaloids was prepared and evaluated for their toxicity to the larvae of the important cotton pest Heliothis virescens.The alkyl side chain of pumiliotoxin 251D was replaced with a variety of substituents designed to influence or restrict its conformation and its ability to act as a site of metabolic detoxification.Significantly, a substituent in the R configuration at the C-2' carbon of the side chain was required for toxicity.Computational studies suggested that this substituent may control the active conformation of the side chain.No structural modification led to a significant improvement in toxicity over the natural product.Keywords: Pumiliotoxin; insecticide; Heliothis virescens; structure-activity
Synthesis of Allenes via Thermal Cycloreversion of α-Alkylidene-β-lactones
Danheiser, Rick L.,Choi, Yong Mi,Menichincheri, Maria,Stoner, Eric J.
, p. 322 - 327 (2007/10/02)
This paper describes the application of the solution-phase cycloreversion of α-alkylidene-β-lactones as a practical method for the generation of substituted allenes.Upon heating in dimethylformamide solution at 110-125 deg C, these unsaturated β-lac
