2.19 Selected Diastereoselective Reactions: Electrocyclizations

E. L. Myers, D. Trauner

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

Electrocyclizations provide some of the most impressive examples of diastereoselectivity in synthesis. This is due to the high level of stereochemical control exerted by the conservation of orbital symmetry. Herein, the authors show how electrocyclizations can be used to synthesize stereochemically interesting four- to eight-membered rings as well as bicyclic ring systems using electrocyclizations and electrocyclization cascades. Both thermal and photochemical reactions are covered and substrates containing heteroatoms are discussed along with all-carbon systems.

Original languageEnglish (US)
Title of host publicationComprehensive Chirality
PublisherElsevier Ltd
Pages563-606
Number of pages44
Volume2
ISBN (Print)9780080951683
DOIs
StatePublished - Sep 2012

Keywords

  • Cascade reactions
  • Electrocyclic reaction
  • Electrocyclic ring opening
  • Electrocyclization
  • Woodward-Hoffmann rules

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of '2.19 Selected Diastereoselective Reactions: Electrocyclizations'. Together they form a unique fingerprint.

  • Cite this

    Myers, E. L., & Trauner, D. (2012). 2.19 Selected Diastereoselective Reactions: Electrocyclizations. In Comprehensive Chirality (Vol. 2, pp. 563-606). Elsevier Ltd. https://doi.org/10.1016/B978-0-08-095167-6.00212-3