title: The total synthesis of (-)-cryptocaryol A.
abstract: A stereoselective total synthesis of (-)-cryptocaryol A (1) is described. Key features of the 17-step route include the use of three boron-mediated aldol reaction-reduction sequences to control all stereocenters and an Ando modification of the Horner-Wadsworth-Emmons olefination that permitted the installation of the Z double bond of the α-pyrone ring.
authors.affiliation: Instituto de Química, Universidade Estadual de Campinas, 13083-970, C.P. 6154, Campinas, SP, Brazil. ldias@iqm.unicamp.br.
authors.forename: L C
authors.initials: LC
authors.lastname: Dias
authors.forename: P K
authors.initials: PK
authors.lastname: Kuroishi
authors.forename: E C
authors.initials: EC
authors.lastname: de Lucca
mesh_terms: D066241:Carbon-13 Magnetic Resonance Spectroscopy; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D066244:Proton Magnetic Resonance Spectroscopy; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004952:Esters; D011753:Pyrones; C585544:cryptocaryol A