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Bagley, M. et al.: 2018 Science of Synthesis: Knowledge Updates 2018/3 DOI: 10.1055/sos-SD-131-00400
Knowledge Updates 2018/3

31.5.1.5.12 Synthesis of Phenols from Nonaromatic Precursors (Update 2018)

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Buch

Herausgeber: Bagley, M.; Banert, K.; Joule, J. A.; Murai, T.; Ramsden, C. A.

Autoren: Aitken, R. A.; Glushkov, V.; González-Bello, C.; Kwiecien, H.; Mutoh, Y.; Nakata, M.; Saikawa, Y.; Shklyaev, Y.

Titel: Knowledge Updates 2018/3

Print ISBN: 9783132423213; Online ISBN: 9783132423244; Buch-DOI: 10.1055/b-006-161208

1st edition © 2018 Thieme. All rights reserved.
Georg Thieme Verlag, Stuttgart

Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie

Science of Synthesis Knowledge Updates



Übergeordnete Publikation

Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Reihenherausgeber: Carreira, E. M.; Faul, M.; Fürstner, A. (Editor-in-Chief); Kobayashi, S.; Koch, G.; Molander, G.; Nevado, C.; Trost, B. M.; You, S.

Typ: Mehrbändiges Werk

Auch verfügbar auf
 

Abstract

The introduction, or chemical modification, of substituents on an existing aromatic ring is probably the most widely employed strategy for the synthesis of phenols, and these methods are summarized in Sections 31.5.1.1 to 31.5.1.4. However, with such transformations, it is sometimes difficult to achieve satisfactory regiocontrol. Furthermore, the required precursors may be expensive, difficult to synthesize, or simply unavailable. The direct construction of a phenol ring from acyclic precursors that already bear the required substituents at the appropriate positions represents a good alternative. This strategy is particularly useful for the synthesis of highly substituted phenols. In this chapter, an update of the reported methods for this approach, which were originally described in Section 31.5.1.5 of Science of Synthesis in 2007, is provided, and includes methods for benzannulation, cycloaromatization, cyclocondensation, and ring-closing metathesis.

Schlüsselwörter

phenols - benzannulation - cycloaromatization - cyclizations - cyclocondensation - ring-closing metathesis - Diels–Alder reactions
 
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