Studies Directed Towards the Total Synthesis of (+)-sieboldine A

Download or read book Studies Directed Towards the Total Synthesis of (+)-sieboldine A written by Victor Scott Gehling and published by . This book was released on 2008 with total page 166 pages. Available in PDF, EPUB and Kindle. Book excerpt: Progress towards the total synthesis of sieboldine A is described. This synthetic approach uses a nickel-catalyzed alkyne-ketone reductive cyclization to form the hydrindane core of the natural product in good yield and with excellent diastereoselectivity about the newly formed tertiary allylic alcohol ... The hydrindane product from this reductive cyclization can be transformed into the tetracyclic N, O-acetal which is two steps removed from the natural product 1. Efforts directed towards completion of the synthesis of 1 via a direct late-stage amine oxidation are presented ...