Modern NMR Approaches to the Structure Elucidation of Natural Products


Book Description

The Ghanian plant Cryptolepis sanguinolenta is the source of a series of fascinating indoloquinoline alkaloids. The most unusual member of this alkaloid series was initially proposed to be a spiro nonacyclic structure, named cryptospirolepine, and was elucidated in 1993 based on the technologies available at that time. There were, however, several annoying attributes to the structure that bothered analysts for the ensuing 22 years. During the two decades that followed the initial work there have been enormous developments in NMR technology. Using new experimental approaches, specifically homodecoupled 1,1- and 1,n-HD-ADEQUATE NMR experiments developed in 2014, the structure of only a 700 µg sample of cryptospirolepine has been revised and is shown on the cover of this volume. The confluence of the NMR technological and methodological advances that allowed the revision of the structure of cryptospirolepine using a submilligram sample seems a fitting example for this book, which is dedicated to the NMR characterization of various classes of natural products. Volume 2 considers data processing and algorithmic based analyses tailored to natural product structure elucidation and reviews the application of NMR to the analysis of a series of different natural product families including marine natural products, terpenes, steroids, alkaloids and carbohydrates. Volume 1 discusses contemporary NMR approaches including optimized and future hardware and experimental approaches to obtain both the highest quality and most appropriate spectral data for analysis. These books, bringing together acknowledged experts, uniquely focus on the combination of experimental approaches and modern hardware and software applied to the structure elucidation of natural products. The volumes will be an essential resource for NMR spectroscopists, natural product chemists and industrial researchers working on natural product analysis or the characterization of impurities and degradation products of pharmaceuticals that can be as scarce as natural product samples.




Structure Elucidation by NMR in Organic Chemistry


Book Description

This text provides the graduate student with a systematic guide to unravelling structural information from the NMR spectra of unknown synthetic and natural compounds. A brief introduction gives an overview of the basic principles and elementary instrumental methods of NMR. This is followed by instructional strategy and tactical advice on how to translate spectra into meaningful structural information. The book provides the student with 55 sets of spectra of graduated complexity. These are designed to challenge the student's problem-solving abilities by the introduction of new concepts with each group of problems, followed by possible solutions and full explanations. A formula index of solutions is provided at the end of the text. This third edition, following on from the second (a reprint of the first edition with corrections), presents significant new material. Thus, actual methods of two-dimensional NMR such as some inverse techniques of heteronuclear shift correlation, as well as the detection of proton-proton connectivities and nuclear Overhauser effects are included. To demonstrate the applications of these methods, new problems have replaced those of previous editions.




Structure Elucidation by Modern NMR


Book Description

For several years we have been organizing seminars and workshops on the application of modem one and two-dimensional NMR methods at the faculty of chemistry in the Ruhr-University Bochum, FRG, and elsewhere, addressing researchers and graduate students who work in the field of organic and natural products chemistry. In 1987, we wrote a workbook (StrukturaufkUirung mit modemer NMR-Spektroskopie, Steinkopff, Darmstadt, FRG, 1988) in German language based on our experience in these courses. Many of the exercises described therein have been used in such courses and some of them have been shaped by the participants to a great extent. The response of readers and discussions with colleagues from many countries encouraged us to produce an English translation in order to make the book accessible to a wider audience. Moreover, the content has been increased from 20 exercise examples in the German, to 23 in the English version. This book could not have been written in the present form without the help of a number of col leagues and, therefore, we acknowledge gratefully the generous supply of samples from and useful discussions with B. Abegaz (Addis Ababa, Ethiopia), U.H. Brinker (Bingham, New York, USA), E.




High-resolution NMR Techniques in Organic Chemistry


Book Description

From the initial observation of proton magnetic resonance in water and in paraffin, the discipline of nuclear magnetic resonance has seen unparalleled growth as an analytical method. Modern NMR spectroscopy is a highly developed, yet still evolving, subject which finds application in chemistry, biology, medicine, materials science and geology. In this book, emphasis is on the more recently developed methods of solution-state NMR applicable to chemical research, which are chosen for their wide applicability and robustness. These have, in many cases, already become established techniques in NMR laboratories, in both academic and industrial establishments. A considerable amount of information and guidance is given on the implementation and execution of the techniques described in this book.




Structure Elucidation by Modern NMR


Book Description

During the last few years, routine applications of NMR (Nuclear Magnetic Resonance) techniques have developed at a tremendous pace. The latest generation of spectrometers have enabled chemists to perform new types of experiments, such as spinlock and inverse-detected methods. This third, revised and expanded edition introduces the latest methodologies and incorporates them into new exercises.




Modern NMR Approaches to the Structure Elucidation of Natural Products


Book Description

The first volume in a two-part set that discusses contemporary NMR approaches for the structure elucidation of natural products. It covers optimized hardware and experimental approaches.




Structure Elucidation by Modern NMR


Book Description

During the last few years, routine applications of NMR (Nuclear Magnetic Resonance) techniques have developed at a tremendous pace. The latest generation of spectrometers have enabled chemists to perform new types of experiments, such as spinlock and inverse-detected methods. This third, revised and expanded edition introduces the latest methodologies and incorporates them into new exercises.




Tables of Spectral Data for Structure Determination of Organic Compounds


Book Description

Although numerical data are, in principle, universal, the compilations presented in this book are extensively annotated and interleaved with text. This translation of the second German edition has been prepared to facilitate the use of this work, with all its valuable detail, by the large community of English-speaking scientists. Translation has also provided an opportunity to correct and revise the text, and to update the nomenclature. Fortunately, spectroscopic data and their relationship with structure do not change much with time so one can predict that this book will, for a long period of time, continue to be very useful to organic chemists involved in the identification of organic compounds or the elucidation of their structure. Klaus Biemann Cambridge, MA, April 1983 Preface to the First German Edition Making use of the information provided by various spectroscopic tech niques has become a matter of routine for the analytically oriented organic chemist. Those who have graduated recently received extensive training in these techniques as part of the curriculum while their older colleagues learned to use these methods by necessity. One can, therefore, assume that chemists are well versed in the proper choice of the methods suitable for the solution of a particular problem and to translate the experimental data into structural information.




Problems in Organic Structure Determination


Book Description

With extensive detailed spectral data, it contains a variety of problems designed by renowned authors to develop proficiency in organic structure determination. It presents a concept-based learning platform, introducing key concepts sequentially and reinforcing them with problems that exemplify the complexities and underlying principles that govern each concept.




Solving Problems with NMR Spectroscopy


Book Description

Solving Problems with NMR Spectroscopy presents the basic principles and applications of NMR spectroscopy with only as much math as is necessary. It shows how to solve chemical structures with NMR by giving clear examples and solutions. This text will enable organic chemistry students to choose the most appropriate NMR techniques to solve specific structures. The problems to work and the discussion of their solutions and interpretations will help readers becomeproficient in the application of important, modern 1D and 2D NMR techniques to structural studies.Key Features* Presents the most important NMR techniques for structural determinations* Offers a unique problem-solving approach* Uses questions and problems, including discussions of their solutions and interpretations, to help readers grasp NMR* Avoids extensive mathematical formulas* Forewords by Nobel Prize winner Richard R. Ernst and Lloyd M. Jackman