title: Catalytic synthesis of enantiopure mixed diacylglycerols – synthesis of a major M. tuberculosis phospholipid and platelet activating factor.
abstract: An efficient catalytic one-pot synthesis of TBDMS-protected diacylglycerols has been developed, starting from enantiopure glycidol. Subsequent migration-free deprotection leads to stereo- and regiochemically pure diacylglycerols. This novel strategy has been applied to the synthesis of a major Mycobacterium tuberculosis phospholipid, its desmethyl analogue, and platelet activating factor.
authors.forename: Peter
authors.initials: P
authors.lastname: Fodran
authors.forename: Adriaan J
authors.initials: AJ
authors.lastname: Minnaard
mesh_terms: D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D004075:Diglycerides / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D009169:Mycobacterium tuberculosis / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010743:Phospholipids / Q000138:chemical synthesis* / Q000737:chemistry; D010972:Platelet Activating Factor / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004075:Diglycerides; D009942:Organometallic Compounds; D010743:Phospholipids; D010972:Platelet Activating Factor; D003035:Cobalt