Author : Justin Adam Hilf
Publisher :
ISBN 13 : 9781339563848
Total Pages : 123 pages
Book Rating : 4.5/5 (638 download)
Book Synopsis Progress Towards the Total Synthesis of Batrachotoxin And A Concise Method for the Synthesis of Substituted Pyridines by : Justin Adam Hilf
Download or read book Progress Towards the Total Synthesis of Batrachotoxin And A Concise Method for the Synthesis of Substituted Pyridines written by Justin Adam Hilf and published by . This book was released on 2016 with total page 123 pages. Available in PDF, EPUB and Kindle. Book excerpt: Part I of this dissertation presents the efforts directed towards the total synthesis of batrachotoxin. The general approach focuses on the construction of the C ring of the steroid backbone through two carbon-carbon bond forming reactions. This approach breaks the complex natural product into two more approachable pieces. The AB ring system was accessed from the Hajos-Parish ketone and was coupled to the elaborated D ring by a conjugate addition/Claisen rearrangement sequence to form one of the desired carbon-carbon bonds. Extensive effort has been made in an attempt to cyclize the C ring.Part II describes the development of a new approach to the synthesis of substituted pyridines. The method aims to provide a reliable synthesis of a diverse scope of substituted pyridines through a concise three step procedure. Readily available enones are first converted into 1,5-dicarbonyls through a two-step Sakurai allylation/oxidative cleavage sequence, which is followed by subsequent cyclization to the corresponding pyridine using hydroxylamine hydrochloride. A variety of substituted pyridines have been synthesized using this method.