Catalytic enantioselective synthesis of quaternary all-carbon stereogenic centers. Preparation of alpha,alpha'-disubstituted beta,gamma-unsaturated esters through Cu-catalyzed asymmetric allylic alkylations.Org Lett. 2005 Mar 31; 7(7):1255-8.OL
Abstract
[reaction: see text] Peptide-based chiral ligands, readily prepared from commercially available materials, are used to promote Cu-catalyzed asymmetric allylic alkylations of alpha,beta-unsaturated esters bearing a gamma-phosphate with various alkylzinc reagents. These transformations lead to the formation of alpha,alpha'-dialkyl-beta,gamma-unsaturated esters in high yields as well as high regio- (re) and enantioselectivities (ee).
Pub Type(s)
Journal Article
Research Support, N.I.H., Extramural
Research Support, U.S. Gov't, P.H.S.
Language
eng
PubMed ID
15787480
Citation
Murphy, Kerry E., and Amir H. Hoveyda. "Catalytic Enantioselective Synthesis of Quaternary All-carbon Stereogenic Centers. Preparation of Alpha,alpha'-disubstituted Beta,gamma-unsaturated Esters Through Cu-catalyzed Asymmetric Allylic Alkylations." Organic Letters, vol. 7, no. 7, 2005, pp. 1255-8.
Murphy KE, Hoveyda AH. Catalytic enantioselective synthesis of quaternary all-carbon stereogenic centers. Preparation of alpha,alpha'-disubstituted beta,gamma-unsaturated esters through Cu-catalyzed asymmetric allylic alkylations. Org Lett. 2005;7(7):1255-8.
Murphy, K. E., & Hoveyda, A. H. (2005). Catalytic enantioselective synthesis of quaternary all-carbon stereogenic centers. Preparation of alpha,alpha'-disubstituted beta,gamma-unsaturated esters through Cu-catalyzed asymmetric allylic alkylations. Organic Letters, 7(7), 1255-8.
Murphy KE, Hoveyda AH. Catalytic Enantioselective Synthesis of Quaternary All-carbon Stereogenic Centers. Preparation of Alpha,alpha'-disubstituted Beta,gamma-unsaturated Esters Through Cu-catalyzed Asymmetric Allylic Alkylations. Org Lett. 2005 Mar 31;7(7):1255-8. PubMed PMID: 15787480.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Catalytic enantioselective synthesis of quaternary all-carbon stereogenic centers. Preparation of alpha,alpha'-disubstituted beta,gamma-unsaturated esters through Cu-catalyzed asymmetric allylic alkylations.
AU - Murphy,Kerry E,
AU - Hoveyda,Amir H,
PY - 2005/3/25/pubmed
PY - 2006/1/13/medline
PY - 2005/3/25/entrez
SP - 1255
EP - 8
JF - Organic letters
JO - Org Lett
VL - 7
IS - 7
N2 - [reaction: see text] Peptide-based chiral ligands, readily prepared from commercially available materials, are used to promote Cu-catalyzed asymmetric allylic alkylations of alpha,beta-unsaturated esters bearing a gamma-phosphate with various alkylzinc reagents. These transformations lead to the formation of alpha,alpha'-dialkyl-beta,gamma-unsaturated esters in high yields as well as high regio- (re) and enantioselectivities (ee).
SN - 1523-7060
UR - https://www.unboundmedicine.com/medline/citation/15787480/Catalytic_enantioselective_synthesis_of_quaternary_all_carbon_stereogenic_centers__Preparation_of_alphaalpha'_disubstituted_betagamma_unsaturated_esters_through_Cu_catalyzed_asymmetric_allylic_alkylations_
DB - PRIME
DP - Unbound Medicine
ER -
