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Projection (Fischer, Newman, Sawhorse) and Perspective (Flying Wedge and Zigzag) Formulas, Working Out Stereoisomers by Sunil Kumar Talapatra; Bani Talapatra is a book available to read on EtoBox.

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Many natural products, e.g., steroids, terpenoids, alkaloids, and carbohydrates contain two or more chiral centers, the stereochemistry of which should be thoroughly understood. An acyclic molecule containing two or more chiral carbons is constitutionally unsymmetrical if the two end groups are nonequivalent, R(Cab) n R 1 , where n ≥ 2. Interconversion of Fischer projection, Newman projection, sawhorses, and flying-wedge formulas of RCabCabR 1 is depicted in a tabular form in Fig. 3.1. The conventions followed in writing the sawhorse and flying-wedge formulas will be revealed from their careful inspection. ## Designation of Diastereomers. Several systems of designation of AB-type diastereomers (Fig. 3.2) are now known of which a few are discussed below. #### 3.1.1 Erythro and Threo Nomenclature A compound containing two adjacent nonequivalent chiral centers, RCabCabR 1 , i.e., of AB type, gives rise to two diastereomeric (±)-pairs, in total 4 stereoisomers (Fig. 3.2), e.g., the aldotetroses, erythrose and threose (Fig. 3.2), and 3-bromo-2butanol (Fig. 3.3), each one contains two nonequivalent chiral centers.

Author

Sunil Kumar Talapatra; Bani Talapatra

Publisher

Springer International Publishing AG

Published

2022

Language

EN

ISBN

9783030959906

Subjects

Science, Chemistry, Stem