Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide
作者:Ying-Chieh Wong、Zhihai Ke、Ying-Yeung Yeung
DOI:10.1021/acs.orglett.5b02557
日期:2015.10.16
A Lewis basic sulfide catalyzed electrophilic bromocyclization of cyclopropylmethyl amide has been developed. The catalytic protocol is applicable to both 1,1- and 1,2-substituted cyclopropylmethyl amides, giving oxazolines and oxazines in good yields and excellent diastereoselectivity.
The consecutive treatment of 5-hydroxy-1-pentynyl 2,2-disubstituted-cyclopropyl ketones with Co2(CO)8 and BF3·OEt2 produced the corresponding Co2(CO)6-complexed dioxaspiro[4.6] derivatives. The one-carbon homologated substrates also afforded dioxaspiro[4.7]. It was found that this procedure can be applied to the substrates with gem-disubstituents as well as a mono-aryl substituent on the cyclopropane
Copper(I)-Catalyzed Borylative <i>exo</i>-Cyclization of Alkenyl Halides Containing Unactivated Double Bond
作者:Koji Kubota、Eiji Yamamoto、Hajime Ito
DOI:10.1021/ja3104582
日期:2013.2.20
A borylativeexo-cyclization of alkenylhalides has been reported. The reaction includes the regioselective addition of a borylcopper(I) intermediate to unactivated terminal alkenes, followed by the intramolecular substitution of the resulting alkylcopper(I) moiety for the halide leaving groups. Experimental and theoretical investigations of the reaction mechanism have also been described. This reaction
Regioselective opening of substituted (cyclopropylmethyl)lithiums derived from cyclopropylmethyl iodides
作者:AndréB. Charette、Julie Naud
DOI:10.1016/s0040-4039(98)01582-2
日期:1998.10
Substituted cyclopropylmethanol derivatives were successfully opened with excellent regiocontrol by a three-step protocol. The resulting homoallytic carbanion could be trapped with a variety of electrophiles.
Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester.