13-Dithiolane-2-carboxylic Acid Ethyl Ester

Ethyl 13-dithiolane-2-carboxylate is an -keto acid equivalent. It participates in the conjugate additions to enones.It is a bulky equivalent of acetate undergoing syn-selective aldol reactions.Anion derived from ethyl 13-dithiolane-2-carboxylate participates as nucleophile during the total synthesis of the corynanthe alkaloid dihydrocorynantheol and the formal syntheses of the indole alkaloids tacamonine rhynchophylline and hirsutine.It also participates in the conjugate addition of enolates to phenylglycinol-derived -unsaturated -lactams.