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Investigation of the rh-catalyzed asymmetric reductive aldol reaction. Expanded scope based on reaction analysis.
Org Lett. 2004 Jul 08; 6(14):2309-12.OL

Abstract

[reaction: see text] A series of experiments are described that suggest that the Rh-catalyzed reductive aldol reaction proceeds by addition of a Rh(I) hydride, generated in situ, to the reacting acrylate followed by a stereochemistry-controlling aldol addition reaction. On the basis of this hypothesis, reaction conditions are engineered that allow for increased substrate scope.

Authors+Show Affiliations

Department of Chemistry, Venable and Kenan Laboratories, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

15228266

Citation

Russell, Albert E., et al. "Investigation of the Rh-catalyzed Asymmetric Reductive Aldol Reaction. Expanded Scope Based On Reaction Analysis." Organic Letters, vol. 6, no. 14, 2004, pp. 2309-12.
Russell AE, Fuller NO, Taylor SJ, et al. Investigation of the rh-catalyzed asymmetric reductive aldol reaction. Expanded scope based on reaction analysis. Org Lett. 2004;6(14):2309-12.
Russell, A. E., Fuller, N. O., Taylor, S. J., Aurriset, P., & Morken, J. P. (2004). Investigation of the rh-catalyzed asymmetric reductive aldol reaction. Expanded scope based on reaction analysis. Organic Letters, 6(14), 2309-12.
Russell AE, et al. Investigation of the Rh-catalyzed Asymmetric Reductive Aldol Reaction. Expanded Scope Based On Reaction Analysis. Org Lett. 2004 Jul 8;6(14):2309-12. PubMed PMID: 15228266.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Investigation of the rh-catalyzed asymmetric reductive aldol reaction. Expanded scope based on reaction analysis. AU - Russell,Albert E, AU - Fuller,Nathan O, AU - Taylor,Steven J, AU - Aurriset,Pauline, AU - Morken,James P, PY - 2004/7/2/pubmed PY - 2005/2/3/medline PY - 2004/7/2/entrez SP - 2309 EP - 12 JF - Organic letters JO - Org Lett VL - 6 IS - 14 N2 - [reaction: see text] A series of experiments are described that suggest that the Rh-catalyzed reductive aldol reaction proceeds by addition of a Rh(I) hydride, generated in situ, to the reacting acrylate followed by a stereochemistry-controlling aldol addition reaction. On the basis of this hypothesis, reaction conditions are engineered that allow for increased substrate scope. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/15228266/Investigation_of_the_rh_catalyzed_asymmetric_reductive_aldol_reaction__Expanded_scope_based_on_reaction_analysis_ L2 - https://doi.org/10.1021/ol049591e DB - PRIME DP - Unbound Medicine ER -