Stereochemistry - Workbook: 191 Problems and Solutions by Karl-Heinz Hellwich

By Karl-Heinz Hellwich

This workbook in stereochemistry is designed for college kids, academics and scientists in chemistry, pharmacy, biology and drugs who care for chiral chemical substances and their houses. It serves as a complement to textbooks and seminars and therefore presents chosen examples for college students to perform using the conventions and terminology for the precise three-d description of chemicals. The publication assurance spans: physiological and pharmacological suitable natural compounds in addition to inorganic molecules for the choice of configuration, conformation and element teams. Examples of stereoselective syntheses of natural molecules also are incorporated. The 191 issues of prolonged options include many examples of compounds that are of sensible use and feature been collected by way of the authors in the course of their lectures and medical paintings. From the evaluate via Roald Hoffmann, Cornell college: "... 'Stereochemistry Workbook', some of the most potent pedagogical texts I’ve encountered, re-emphasizes the elemental function of geometry in chemistry. Molecules have shapes. The good judgment of isomerism, in all its manifestations, the life-and-death-determining necessity of describing three-d geometry, our representational struggles to take action – those outline the great thing about chemistry."(Beilstein magazine of natural Chemistry 2009, five, No. 38)

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Extra resources for Stereochemistry - Workbook: 191 Problems and Solutions

Example text

129 What products are obtained when 1-methylcyclopenta-1,3-diene reacts as a diene with the dienophile maleic anhydride? 1]heptan-2-yl acetate is a hyperaemic agent. Draw the structural formula(e). 131 Draw the structural formula of cis-1-[(R)-sec-butyl]-2-methylcyclohexane in its lowest energy chair conformation. How many isomers of this compound are there? 132 Which stereogenic unit is present in the following adamantane derivative? Determine its configuration. 38 Questions 133–140 133 Draw the structural formula of (SP-4-1)-bis(glycinato-N,O)platinum(II).

The numbered circles in the polyhedra represent the boron atoms with the corresponding number of attached hydrogen atoms. What is the configuration of the starting material and of the resulting sulfoximine? 179 Deduce the symmetry point group of [(PdCl2 )6 ]. 180 Determine the absolute configuration of the chirality centres in the antibiotic doxycycline. What is the relationship between these structures and the corresponding pyranose forms derived from l-idose? Check your answer by determining the configuration of the chirality centres according to the R/S nomenclature.

Give a reason for this observation. 129 What products are obtained when 1-methylcyclopenta-1,3-diene reacts as a diene with the dienophile maleic anhydride? 1]heptan-2-yl acetate is a hyperaemic agent. Draw the structural formula(e). 131 Draw the structural formula of cis-1-[(R)-sec-butyl]-2-methylcyclohexane in its lowest energy chair conformation. How many isomers of this compound are there? 132 Which stereogenic unit is present in the following adamantane derivative? Determine its configuration.

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