Organic Reactions In Steroid Chemistry

Introduction to Steroid Chemistry is a six-chapter introductory text of the analysis, conformation, and production of steroids. After providing a brief overview of steroid chemistry, this book goes on discussing the application of physical methods to the analysis of structural and stereochemical correlations in steroids, such as UV, infrared, NMR, and mass spectroscopy, optical rotary dispersion, and circular dichroism. The subsequent two chapters describe the influence of steroid conformation and molecular rearrangements on reactions rates and reaction products. The remaining chapters explore the improvements in the synthesis of the estrogenic hormones and the biosynthetic pathways and metabolism of cholesterol. This book will be of value to general and organic chemists, biochemists, and research workers in related subjects.

Organic Chemistry, Volume 30: Total Synthesis of Steroids provides an overall view of steroid total synthesis, including the general approaches, special problems, stereochemical complexities, expansion or contraction of rings, and insertion of hetero atoms. The book discusses the process of designing total syntheses; the biogenetic-like steroid synthesis, including cyclization of terminal epoxides as well as the total synthesis from nonepoxide precursors; and the synthesis of equilenin, estrone, bisdehydrodoisynolic acid, 18,19-bisnorprogesterone, 19-norpregnanes, and heterocyclic steroids. The text also describes the application of ABD intermediates in the Torgov synthesis; the synthesis of carbocyclics and thiasteroids; and the synthesis from p-anisylcyclohexanes and from C-5, C-8 bridged intermediates. The synthesis based on the type of reaction used in the condensation of the A fragment with the CD portion, as well as the methods of total synthesis in the preparation of 8-azasteroids and 8,13-diazasteroids are also considered. The book further tackles the synthesis of epiandrosterone, cortisone, aldosterone, 3ß-hydroxy-5a-pregnan-20-one, latifoline, conessine, and ring C aromatic steroids; the synthesis of trans-benzohydrindane derivatives and other common derivatives; and the synthesis of CD intermediates. Chemists, biochemists, and people involved in the study of steroid total syntheses will find the book invaluable.