Highly stereoselective and general synthesis of (z)-3-methyl-2-alken-1-ols via palladium-catalyzed cross coupling of (z)-3-iodo-2-buten-1-ol with organozincs and other organometals
                                
                                    
                                        作者:Ei-ichi Negishi、Mehmet Ay、Yuri V. Gulevich、Yumiki Noda                                    
                                    
                                        DOI:10.1016/s0040-4039(00)60312-x
                                    
                                    
                                        日期:1993.2
                                    
                                    The reaction of Zn-protected (Z)-3-iodo-2-buten-1-ol with organozincs in the presence of 1-5 mol % of a Pd complex, e.g., Pd(PPh3)4 or Cl2Pd(pPh3)2 and n-BuLi (2 equiv), in DMF provides a highly stereoselective (greater-than-or-equal-to 96%), general, and high-yielding procedure for preparing (Z)-3-methyl-2-alken-1-ols, while the use of organometals containing B and Sn along with a Pd catalyst or organocoppers alone gives the desired products in moderate to good yields.