title: A highly E-stereoselective approach to beta-iodo Morita-Baylis-Hillman esters: synthesis of secokotomolide A.
abstract: A geometric-selective synthesis of (E)-beta-iodo Morita-Baylis-Hillman esters has been developed through a three-component aldol-type reaction using BF3.Et2O and TMS-I. The synthetic utility of the (E)-beta-iodo Morita-Baylis-Hillman esters was demonstrated in the first reported short synthesis of secokotomolide A.
authors.affiliation: Department of Chemistry, Sungkyunkwan University, Suwon 440-746, Korea Gyeonggi Science High School, Suwon, Korea.
authors.forename: Sung Il
authors.initials: SI
authors.lastname: Lee
authors.forename: Geum-Sook
authors.initials: GS
authors.lastname: Hwang
authors.forename: Su Cheol
authors.initials: SC
authors.lastname: Shin
authors.forename: Tae Gyo
authors.initials: TG
authors.lastname: Lee
authors.forename: Ran Hee
authors.initials: RH
authors.lastname: Jo
authors.forename: Do Hyun
authors.initials: DH
authors.lastname: Ryu
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000473:Alkanes; D004952:Esters; C525796:secokotomolide A