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Rhodium(I)-catalyzed cycloisomerizations of bicyclobutanes

Walczak, MAA and Wipf, P (2008) Rhodium(I)-catalyzed cycloisomerizations of bicyclobutanes. Journal of the American Chemical Society, 130 (22). 6924 - 6925. ISSN 0002-7863

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Abstract

The selection of rhodium precatalyst and phosphine ligand determines the course of the cycloisomerization of N-allylated bicyclo[1.1.0]butylalkylamines. Cyclopropane-fused pyrrolidines and azepines are obtained with high levels of stereo- and regiocontrol. Novel azatricyclo[6.1.0.01,5]nonanes are the result of a tandem cycloisomerization-ring closing metathesis sequence. Allylic ethers lead to furans and oxepanes. Copyright © 2008 American Chemical Society.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Walczak, MAA
Wipf, Ppwipf@pitt.eduPWIPF
Date: 4 June 2008
Date Type: Publication
Journal or Publication Title: Journal of the American Chemical Society
Volume: 130
Number: 22
Page Range: 6924 - 6925
DOI or Unique Handle: 10.1021/ja802906k
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0002-7863
MeSH Headings: Azepines--chemical synthesis; Bicyclo Compounds--chemistry; Catalysis; Cyclization; Cyclobutanes--chemistry; Isomerism; Phosphines--chemistry; Pyrrolidines--chemical synthesis; Rhodium--chemistry
Other ID: NLM NIHMS140760, NLM PMC2754197
PubMed Central ID: PMC2754197
PubMed ID: 18461936
Date Deposited: 22 Jul 2013 17:33
Last Modified: 02 Feb 2019 15:57
URI: http://d-scholarship.pitt.edu/id/eprint/19309

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