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Electrocyclic Ring-Opening/p-Allyl Cation Cyclization Reaction Sequences Involving gem-Dihalocyclopropanes as Substrates: Application to Syntheses of (+)-, (+)-, and (-)-g-Lycorane

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Date

2000

Authors

Banwell, Martin
Harvey, Joanne
Hockless, David
Wu, Angela W

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

The readily prepared gem-dibromocyclopropanes (±)-13 and (±)-19 each engage in a silver(I)-promoted electrocyclic ring-opening/π-allyl cation cyclization sequence to deliver the hexahydroindole (±)-20, which participates in a Suzuki cross-coupling rea

Description

Keywords

Keywords: cyclopropane derivative; dihalocyclopropane; lycorane; unclassified drug; article; coupling factor; cyclization; drug synthesis; enzyme substrate; protein modification; proton nuclear magnetic resonance; reaction analysis; stereochemistry; Alkaloids; Amar

Citation

URI

http://hdl.handle.net/1885/90358

Collections

Open Access Research

Source

Journal of Organic Chemistry

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/jo991791u

Restricted until

2037-12-31

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Description
01_Banwell_Electrocyclic_2000.pdf (149.71 KB)

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