2.19 Selected Diastereoselective Reactions: Electrocyclizations

E. L. Myers; D. Trauner

doi:10.1016/B978-0-08-095167-6.00212-3

2.19 Selected Diastereoselective Reactions: Electrocyclizations

E. L. Myers, D. Trauner

Chemistry

Research output: Chapter in Book/Report/Conference proceeding › Chapter

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 language	English (US)
Title of host publication	Synthetic Methods I - Chiral Pool and Diastereoselective Methods
Publisher	Elsevier Ltd
Pages	563-606
Number of pages	44
Volume	2
ISBN (Print)	9780080951683
DOIs	https://doi.org/10.1016/B978-0-08-095167-6.00212-3
State	Published - Sep 2012

Keywords

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

ASJC Scopus subject areas

General Chemistry

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10.1016/B978-0-08-095167-6.00212-3

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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.",

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AU - Trauner, D.

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N2 - 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.

AB - 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.

KW - Cascade reactions

KW - Electrocyclic reaction

KW - Electrocyclic ring opening

KW - Electrocyclization

KW - Woodward-Hoffmann rules

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BT - Synthetic Methods I - Chiral Pool and Diastereoselective Methods

PB - Elsevier Ltd

ER -

2.19 Selected Diastereoselective Reactions: Electrocyclizations

Abstract

Keywords

ASJC Scopus subject areas

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