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

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.55P

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please provide the machanisms of 1a, 1e, 1f
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