Diels-Alder reaction of eight-membered cyclic siloxydienes

金沢大学医薬保健研究域薬学系Eight-membered cyclic siloxydienes, 2-(tert-butyldimethylsiloxy)-1-methyl-5-oxacycloocta-1,3-diene and 2-(tert-butyldimethylsiloxy)-5-oxacycloocta-1,3-diene, were prepared from δ-valerolactone, and their Diels-Alder reactions with various dienophiles are reported. © 2008 Elsevier Ltd. All rights reserved

Intramolecular formal [4+2] cycloaddition of 3-ethoxycyclobutanones and alkenes

金沢大学医薬保健研究域薬学系Intramolecular formal [4+2] cycloaddition between 3-ethoxycyclobutanones and a carbon-carbon double bond to the corresponding bicyclo[4.n.0]alkan-2-one derivatives proceeded effectively by using ethylaluminium dichloride. © The Royal Society of Chemistry 2010

Trialkylamine-mediated intramolecular acylation of akenes with carboxylic acid chlorides

金沢大学医薬保健研究域薬学系Trialkylamine-mediated intramolecular cyclization of pent-4-enoyl chlorides was studied. Substitution with a tertiary alkyl group at the 2-position gave cyclopent-2-en-1-ones, while substitution with an aromatic group gave enol esters, which were formed by O-acylation of initially formed 3-chlorocyclopentanones with ketenes

Intramolecular [2+2] cycloaddition of homoallylketenes to bicyclo[2.1.1]hexan-5-ones

Intramolecular [2+2] cycloaddition of γ,δ-unsaturated ketenes derived from hex-5-enoyl chloride derivatives gave bicyclo[2.1.1]hexan-5-ones with complete regioselectivity. © 2012 The Pharmaceutical Society of Japan