title: Enantioselective Synthesis of the Polyhydroxylated Chain of Oscillariolide and Phormidolides A-C.
abstract: The first enantioselective synthesis of the polyhydroxylated chain common to marine natural products oscillariolide and phormidolides A-C is described herein. This chain represents a synthetic challenge that needs to be solved before the total synthesis of this family of natural products can be approached. It contains seven stereocenters, six of them having a syn-hydroxylated functionality, and a tricky terminal (E)-bromomethoxydiene (BMD). The described effective enantioselective strategy affords the polyketide chain and represents an important breakthrough to complete the total synthesis of these marine compounds.
authors: ChemBio Lab , Barcelona Science Park, 08028 Barcelona, Spain.|CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, University of Barcelona , 08028 Barcelona, Spain.
authors: Alejandro
authors: A
authors: Gil
authors: CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, University of Barcelona , 08028 Barcelona, Spain.|Department of Organic Chemistry, University of Barcelona , 08028 Barcelona, Spain.
authors: Janire
authors: J
authors: Lamariano-Merketegi
authors: CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, University of Barcelona , 08028 Barcelona, Spain.|Department of Organic Chemistry, University of Barcelona , 08028 Barcelona, Spain.
authors: Adriana
authors: A
authors: Lorente
authors: ChemBio Lab , Barcelona Science Park, 08028 Barcelona, Spain.|CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, University of Barcelona , 08028 Barcelona, Spain.|Department of Organic Chemistry, University of Barcelona , 08028 Barcelona, Spain.|School of Chemistry, University of KwaZulu-Natal , Durban 4041, South Africa.
authors: Fernando
authors: F
authors: Albericio
authors: ChemBio Lab , Barcelona Science Park, 08028 Barcelona, Spain.|CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, University of Barcelona , 08028 Barcelona, Spain.|Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona , 08028 Barcelona, Spain.
authors: Mercedes
authors: M
authors: Álvarez