title: AlCl3-Promoted FacileE-to-ZIsomerization Route to (Z)-2-Methyl-1-buten-1,4-ylidene Synthons for Highly Efficient and Selective (Z)-Isoprenoid Synthesis.
abstract: Zr-catalyzed methylalumination of 3-butyn-1-ols followed by AlCl3-promoted stereoisomerization at 50 °C for 6 h provides 4-iodo-3-methyl-3-buten-1-ols2band6of ≥98Zconfiguration in 87 and 67% yields, respectively. (Z)-1,4-Diiodo-2-methyl-1-butene (1b) obtainable by iodination of2bis a valuable synthon for efficient and selective syntheses of (Z)-alkene containing isoprenoids.
authors.forename: Guangwei
authors.initials: G
authors.lastname: Wang
authors.forename: Ei-Ichi
authors.initials: EI
authors.lastname: Negishi
keywords: Carboalumination; Isomerization; Stereoselectivity; Terpenoid; Zirconium