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Organic Mechanisms Reactions, Stereochemistry and Synthesis by Reinhard Bruckner

Organic Mechanisms Reactions, Stereochemistry and Synthesis by Reinhard Bruckner

Organic Mechanisms Reactions, Stereochemistry and Synthesis by Reinhard Bruckner

Free Download Organic Mechanisms Reactions, Stereochemistry and Synthesis by Reinhard Bruckner

Organic Mechanisms Reactions, Stereochemistry and Synthesis by Reinhard Bruckner

Authors:
Reinhard Bruckner
Edited by Michael Harmata
With a foreword by Paul A. Wender

Table of Contents

1 Radical Substitution Reactions at the Saturated C Atom

2 Nucleophilic Substitution Reactions at the Saturated C Atom

3 Electrophilic Additions to the C_C Double Bond

4 b-Eliminations

5 Substitution Reactions on Aromatic Compounds

6 Nucleophilic Substitution Reactions at the Carboxyl Carbon

7 Carboxylic Compounds, Nitriles, and Their Interconversion

8 Carbonic Acid Derivatives and Heterocumulenes and

Their Interconversion

9 Additions of Heteroatom Nucleophiles to Carbonyl Compounds

and Subsequent Reactions—Condensations of Heteroatom

Nucleophiles with Carbonyl Compounds

10 Addition of Hydride Donors and of Organometallic Compounds

to Carbonyl Compounds 11 Conversion of Phosphorus- or Sulfur-Stabilized C Nucleophiles

with Carbonyl Compounds: Addition-Induced Condensations

12 The Chemistry of Enols and Enamines

13 Chemistry of the Alkaline Earth Metal Enolates

14 Rearrangements

15 Thermal Cycloadditions

16 Transition Metal-Mediated Alkenylations, Arylations,

and Alkynylations

17 Oxidations and Reductions

Subject Index

Organic Mechanisms Reactions, Stereochemistry and Synthesis by Reinhard Bruckner

Preface to the English Edition

This book (Organic Mechanisms Reactions, Stereochemistry, and Synthesis) is an attempt to amalgamate physical, mechanistic, and synthetic organic chemistry. It is written by a synthetic organic chemist who happens to also think deeply about the mechanism and understands the importance of knowledge structure and reactivity to synthetic organic chemistry. I helped get the 1st German edition of this book translated into English, for two reasons. First, Reinhard Bruckner has been a friend of mine for over twenty years, ever since we were postdocs in the Wender group in the mid-80s. He was a study in Teutonic determination and efficiency, and I, and a few other Americans, and one Frenchman in particular, have been trying to cure him of that, with some success, I might add, though he remains an extremely dedicated and hard-working educator and scientist. That’s a good thing. Second, I especially liked the project because I liked the book, and I thought Reinhard’s way of dealing with synthesis and mechanism together was an approach sufficiently different that it might be the “whack on the side of the head” that could be useful in generating new thought patterns in students of organic chemistry. Well, I was actually a bit surprised to be invited to work on the English translation of the 3rd German edition of the book. I was even more surprised when the publisher gave me an editorial license, meaning I could actually remove and add things to the work. This potentially gives the English edition life of its own. So besides removing as many “already” (Schon, in German) as humanly possible and shortening sentences to two lines from the typical German length of ten or so, I was able to add things, including, among others, a word of caution about the reactivity/selectivity principle. Speaking of long sentences… Will the English-speaking world find the book useful? Time will tell. I see this book as being most appropriate as an organic capstone course text, preparing those who want to go to graduate school or are just starting graduate school, as it makes use not only of strictly organic chemistry knowledge but of physical and inorganic chemistry as well. I could dream of this becoming the Sykes of the 21st century, but to make that a reality will require a great deal of work. To that end, constructive criticism is necessary. As you read this book, can you tell me what should be added or omitted, mindful of the fact that it should not get any longer and will likely present concepts with the same general format? Most importantly, is it easy and interesting to read? I did not do all I could have done to “spice up” the text, but I was very tempted. I could easily do more. In any case, if you have suggestions, please send them to me at harmatam@missouri.edu; and put the phrase Bruckner Book in the subject line. I can’t say I will answer, but feedback given in the spirit of the best that our community has to offer will do nothing but good. One omission that might be considered flagrant is the lack of problems. Time precluded our constructing a problem set with answers. (However, if you are inclined to do one, contact the publisher!) In the meantime, the web is bulging with organic chemistry problems, and it may be redundant to construct a book when so much is out there waiting to be harvested. One website, in particular, is noteworthy with regard to the variety and quality of advanced organic chemistry problems and that is the one by Dave Evans at Harvard. 

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