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The following stereospecific synthesis is part of the scheme used by E. J. Corey of Har- vard University in the synthesis of erythronolide B, the precursor of the erythromycin antibiotics. In this remarkably simple set of reactions, the relative configurations of five chiral centers are established. OH 1. ВН, THF CrOg, H,SO4 CH;ONa 2. Н,О», NaOH acetone 2,4,6-Trimethyl- phenol HO COOH A B C Br Br Brg, H,O КОН Brg, H,O KBr THE KBr СООН E F

The following stereospecific synthesis is part of the scheme used by E. J. Corey of Har- vard University in the synthesis of erythronolide B, the precursor of the erythromycin antibiotics. In this remarkably simple set of reactions, the relative configurations of five chiral centers are established. OH 1. ВН, THF CrOg, H,SO4 CH;ONa 2. Н,О», NaOH acetone 2,4,6-Trimethyl- phenol HO COOH A B C Br Br Brg, H,O КОН Brg, H,O KBr THE KBr СООН E F

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Account for the stereoselectivity and regioselectivity of the three steps in the conversion of compound C to compound F.

The following stereospecific synthesis is part of the scheme used by E. J. Corey of Har- vard University in the synthesis of erythronolide B, the precursor of the erythromycin antibiotics. In this remarkably simple set of reactions, the relative configurations of five chiral centers are established. OH 1. ВН, THF CrOg, H,SO4 CH;ONa 2. Н,О», NaOH acetone 2,4,6-Trimethyl- phenol HO COOH A B C Br Br Brg, H,O КОН Brg, H,O KBr THE KBr СООН E F
Transcribed Image Text:The following stereospecific synthesis is part of the scheme used by E. J. Corey of Har- vard University in the synthesis of erythronolide B, the precursor of the erythromycin antibiotics. In this remarkably simple set of reactions, the relative configurations of five chiral centers are established. OH 1. ВН, THF CrOg, H,SO4 CH;ONa 2. Н,О», NaOH acetone 2,4,6-Trimethyl- phenol HO COOH A B C Br Br Brg, H,O КОН Brg, H,O KBr THE KBr СООН E F
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