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Title: NHC-Catalyzed/Titanium(IV);#8722;Mediated Highly Diastereo- and Enantioselective Dimerization of Enals

Abstract

An NHC-catalyzed, diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr){sub 4} is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.

Authors:
; ; ; ;  [1]
  1. (NWU)
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
Sponsoring Org.:
NIHINDUSTRY
OSTI Identifier:
1031942
Resource Type:
Journal Article
Journal Name:
Org. Lett.
Additional Journal Information:
Journal Volume: 13; Journal Issue: (5) ; 04, 2011; Journal ID: ISSN 1523-7060
Country of Publication:
United States
Language:
ENGLISH
Subject:
36 MATERIALS SCIENCE; DIMERIZATION; TITANIUM; ANL

Citation Formats

Cohen, Daniel T., Cardinal-David, Benoit, Roberts, John M., Sarjeant, Amy A., and Scheidt, Karl A. NHC-Catalyzed/Titanium(IV);#8722;Mediated Highly Diastereo- and Enantioselective Dimerization of Enals. United States: N. p., 2012. Web. doi:10.1021/ol103112v.
Cohen, Daniel T., Cardinal-David, Benoit, Roberts, John M., Sarjeant, Amy A., & Scheidt, Karl A. NHC-Catalyzed/Titanium(IV);#8722;Mediated Highly Diastereo- and Enantioselective Dimerization of Enals. United States. doi:10.1021/ol103112v.
Cohen, Daniel T., Cardinal-David, Benoit, Roberts, John M., Sarjeant, Amy A., and Scheidt, Karl A. Wed . "NHC-Catalyzed/Titanium(IV);#8722;Mediated Highly Diastereo- and Enantioselective Dimerization of Enals". United States. doi:10.1021/ol103112v.
@article{osti_1031942,
title = {NHC-Catalyzed/Titanium(IV);#8722;Mediated Highly Diastereo- and Enantioselective Dimerization of Enals},
author = {Cohen, Daniel T. and Cardinal-David, Benoit and Roberts, John M. and Sarjeant, Amy A. and Scheidt, Karl A.},
abstractNote = {An NHC-catalyzed, diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr){sub 4} is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.},
doi = {10.1021/ol103112v},
journal = {Org. Lett.},
issn = {1523-7060},
number = (5) ; 04, 2011,
volume = 13,
place = {United States},
year = {2012},
month = {5}
}