Selective Conversion of Alcohols into Alkyl Iodides Using a Thioiminium Salt
作者:Adam R. Ellwood、Michael J. Porter
DOI:10.1021/jo901415n
日期:2009.10.16
Treatment of a range of primary and secondary alcohols with MeSCH═NMe2+ I− affords the corresponding alkyliodides in excellent yield with straightforward purification. Selective formation of a primary iodide in the presence of a secondary alcohol can be achieved.
[2,3]-Thia-Wittig rearrangements with A marked starting material dependence of stereoselectivity
作者:Holger von der Emde、Reinhard Brückner
DOI:10.1016/s0040-4039(00)60177-6
日期:1992.11
[2,3]-Thia-Wittig rearrangements were initiated (a) by Sn,Li exchange of stannyl sulfides type 5 (X = S) and (b) by reductive lithiation of S,S-acetals type 6 (X = S). Homoallyl thiols were obtained in yields between 49 and 96%. E:Z selectivities of these rearrangements were low while syn:anti selectivities could be high. Extent and sense of both kinds of stereocontrol depended on whether procedure