1,3-Cyclohexadiene Formation Reactions: 6π and Higher-Order Electrocyclizations

D. Trauner; R. Webster

doi:10.1016/B978-0-08-097742-3.00518-8

1,3-Cyclohexadiene Formation Reactions: 6π and Higher-Order Electrocyclizations

D. Trauner, R. Webster

Chemistry

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

Abstract

6π Electrocyclizations represent an underutilized, but powerful method to form six-membered rings. Herein, the tactical employment of electrocyclizations, both 6π and 8π/6π cascade reactions, for the synthesis of natural products and useful chemical building blocks is presented. Both all-carbon and heteroatom-containing systems are addressed, highlighting their role in the repertoire of a modern synthetic chemist for the synthesis of 1,3-cyclohexadienes, heterocycles and aromatic rings.

Original language	English (US)
Title of host publication	Combining C-C π-Bonds
Publisher	Elsevier Ltd
Pages	783-826
Number of pages	44
Volume	5
ISBN (Print)	9780080977430
DOIs	https://doi.org/10.1016/B978-0-08-097742-3.00518-8
State	Published - Feb 2014

Keywords

Cascade reactions
Domino reactions
Electrocyclic reactions
Electrocyclic ring closure
Electrocyclization
Woodward-Hoffmann rules

ASJC Scopus subject areas

General Chemical Engineering
General Chemistry

Access to Document

10.1016/B978-0-08-097742-3.00518-8

Cite this

@inbook{473124a1df854c0eb5ac47685d40b139,

title = "1,3-Cyclohexadiene Formation Reactions: 6π and Higher-Order Electrocyclizations",

abstract = "6π Electrocyclizations represent an underutilized, but powerful method to form six-membered rings. Herein, the tactical employment of electrocyclizations, both 6π and 8π/6π cascade reactions, for the synthesis of natural products and useful chemical building blocks is presented. Both all-carbon and heteroatom-containing systems are addressed, highlighting their role in the repertoire of a modern synthetic chemist for the synthesis of 1,3-cyclohexadienes, heterocycles and aromatic rings.",

keywords = "Cascade reactions, Domino reactions, Electrocyclic reactions, Electrocyclic ring closure, Electrocyclization, Woodward-Hoffmann rules",

author = "D. Trauner and R. Webster",

note = "Funding Information: The authors would like to thank the Alexander von Humboldt Stiftung (postdoctoral fellowship for R.W.). ",

year = "2014",

month = feb,

doi = "10.1016/B978-0-08-097742-3.00518-8",

language = "English (US)",

isbn = "9780080977430",

volume = "5",

pages = "783--826",

booktitle = "Combining C-C π-Bonds",

publisher = "Elsevier Ltd",

}

TY - CHAP

T1 - 1,3-Cyclohexadiene Formation Reactions

T2 - 6π and Higher-Order Electrocyclizations

AU - Trauner, D.

AU - Webster, R.

N1 - Funding Information: The authors would like to thank the Alexander von Humboldt Stiftung (postdoctoral fellowship for R.W.).

PY - 2014/2

Y1 - 2014/2

N2 - 6π Electrocyclizations represent an underutilized, but powerful method to form six-membered rings. Herein, the tactical employment of electrocyclizations, both 6π and 8π/6π cascade reactions, for the synthesis of natural products and useful chemical building blocks is presented. Both all-carbon and heteroatom-containing systems are addressed, highlighting their role in the repertoire of a modern synthetic chemist for the synthesis of 1,3-cyclohexadienes, heterocycles and aromatic rings.

AB - 6π Electrocyclizations represent an underutilized, but powerful method to form six-membered rings. Herein, the tactical employment of electrocyclizations, both 6π and 8π/6π cascade reactions, for the synthesis of natural products and useful chemical building blocks is presented. Both all-carbon and heteroatom-containing systems are addressed, highlighting their role in the repertoire of a modern synthetic chemist for the synthesis of 1,3-cyclohexadienes, heterocycles and aromatic rings.

KW - Cascade reactions

KW - Domino reactions

KW - Electrocyclic reactions

KW - Electrocyclic ring closure

KW - Electrocyclization

KW - Woodward-Hoffmann rules

UR - http://www.scopus.com/inward/record.url?scp=84903498810&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84903498810&partnerID=8YFLogxK

U2 - 10.1016/B978-0-08-097742-3.00518-8

DO - 10.1016/B978-0-08-097742-3.00518-8

M3 - Chapter

AN - SCOPUS:84903498810

SN - 9780080977430

VL - 5

SP - 783

EP - 826

BT - Combining C-C π-Bonds

PB - Elsevier Ltd

ER -

1,3-Cyclohexadiene Formation Reactions: 6π and Higher-Order Electrocyclizations

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this