The Infona portal uses cookies, i.e. strings of text saved by a browser on the user's device. The portal can access those files and use them to remember the user's data, such as their chosen settings (screen view, interface language, etc.), or their login data. By using the Infona portal the user accepts automatic saving and using this information for portal operation purposes. More information on the subject can be found in the Privacy Policy and Terms of Service. By closing this window the user confirms that they have read the information on cookie usage, and they accept the privacy policy and the way cookies are used by the portal. You can change the cookie settings in your browser.
•Asymmetric bromolactonization of 4,4-disubstituted 3-butenoic acid was achieved.•Cinchonine-derived amino-thiocarbamate was used as the catalyst.•The γ-butanolide products have two stereogenic centers.•The γ-butenolides can be achieved by quenching the reaction under basic condition.•The products are fundamental units of many pharmaceutically important molecules.
The effects of trace amounts of water on thiocarbamate- and thiourea-catalyzed bromolactonization reactions are studied. It was found that the thiourea- and the N–Me thiocarbamate-catalyzed bromolactonization reactions were sensitive to trace amounts of moisture. In contrast, the N–H thiocarbamate-catalyzed bromolactonization proceeded equally smoothly in both anhydrous and non-anhydrous solvents.
Set the date range to filter the displayed results. You can set a starting date, ending date or both. You can enter the dates manually or choose them from the calendar.