Synthesis of phosphatidic acids via cobalt(salen) catalyzed epoxide ring-opening with dibenzyl phosphate. Issue 11 (7th March 2022)

• Record Type: Journal Article
• Authors: Andringa, Ruben L. H.; Jonker, Marijn; Minnaard, Adriaan J.
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 11(2022)
• Page Start: 2200
• Page End: 2204
• Publication Date: 2022-03-07
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00168c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A cobalt-catalyzed, phosphate-induced, ring-opening reaction is used in an efficient synthesis of enantiopure mixed-diacyl phosphatidic acids, including a photoswitchable phosphatidic acid mimic. Abstract : With a CoIII(salen)OTs catalyst, dibenzyl phosphate ring-opens a variety of terminal epoxides with excellent regio-selectively and yields up to 85%. The reaction is used in a highly efficient synthesis of enantiopure mixed-diacyl phosphatidic acids, including a photoswitchable phosphatidic acid mimic.