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The stereoselective syntheses of the naturally occurring δ-lactones (+)-tanikolide and (−)-malyngolide as well as of the unnatural (+)-enantiomer of the latter are described. Key steps in each of these syntheses were stereoselective additions of organometallic reagents to α-oxygenated ketones...
For the first time, the title alcohol 3 was unambiguously detected as a transient intermediate leading to ditropylether ( 6 ) in a cation–anion reaction between the tropylium ion ( 5 ) and hydroxide ion in an aqueous solution by NMR spectroscopy. It was also found that 6 gives 3 as a transient...
Flash vacuum pyrolysis of 3-methylsulfanyl-1,2,4-benzotriazine N -oxide, 3-methylsulfanyl-1,2,4-benzotriazine, and 3-phenyl-1,2,4-benzotriazine are described. The N -oxide derivative underwent deoxygenation between 500 and 600°C, whereas at higher temperatures both methylsulfanyl compounds,...
The diastereoselective synthesis of β-substituted α-hydroxyphosphinates was achieved by hydrophosphinylation of α-oxy aldehydes and α-amino aldehydes with ethyl allylphosphinate catalyzed by lithium phenoxide.
Nitrile and enolate anions exhibit divergent intramolecular cyclization stereoselectivities. Enolates cyclize to cis -decalones, whereas nitrile anions are predisposed to pyramidalize, cyclizing instead through a less-congested conformation to trans -decalins. Conjugation of nitrile anions with...
The synthetic route to and a preliminary biological evaluation of novel indolo(1,2- c )quinazolines ( 8 ) and benzimidazo(1,2- c )quinazolines ( 9 ) are described. The products were obtained by condensation of the appropriate diamines (e.g. 2-(2-aminophenyl)indole or...
This review is an update of aryne chemistry and covers the literature from 1990 to 2002. Unlike its predecessor, this review includes the transition metal-catalyzed reactions of arynes. The importance of arynes for the synthesis of natural products particularly alkaloids is well illustrated.
The use of the room temperature ionic liquid (RTIL) 1- n -butyl-3-methylimidazolium hexafluorophosphate as an efficient catalyst and solvent for several representative nucleophilic substitution reactions under aqueous-RTIL phase transfer conditions was explored. Recycling and reuse of the...
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