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Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates.
Chem Commun (Camb). 2014 Jun 28; 50(51):6751-3.CC

Abstract

Highly efficient Pd-catalyzed asymmetric allylic alkylation reaction of ethyl-2-fluoro-2-(diethoxyphosphoryl)acetate with monosubstituted allylic substrates has been developed, affording corresponding α-fluorophosphonates with two chiral centers in high regio-, diastereo- and enantio-selectivities. The usefulness of the products in organic synthesis has been demonstrated.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Huang Y
State Key Laboratory of Physical Chemistry of Solid Surfaces Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.
Zhang QS
No affiliation info available
Fang P
No affiliation info available
Chen TG
No affiliation info available
Zhu J
No affiliation info available
Hou XL
No affiliation info available

MeSH

AlkylationAllyl CompoundsCatalysisIndicators and ReagentsLigandsOrganofluorophosphonatesPalladiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

24831029

Citation

Huang, Ying, et al. "Pd-catalyzed Highly Regio-, Diastereo-, and Enantioselective Allylic Alkylation of Α-fluorophosphonates." Chemical Communications (Cambridge, England), vol. 50, no. 51, 2014, pp. 6751-3.
Huang Y, Zhang QS, Fang P, et al. Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates. Chem Commun (Camb). 2014;50(51):6751-3.
Huang, Y., Zhang, Q. S., Fang, P., Chen, T. G., Zhu, J., & Hou, X. L. (2014). Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates. Chemical Communications (Cambridge, England), 50(51), 6751-3. https://doi.org/10.1039/c4cc02158d
Huang Y, et al. Pd-catalyzed Highly Regio-, Diastereo-, and Enantioselective Allylic Alkylation of Α-fluorophosphonates. Chem Commun (Camb). 2014 Jun 28;50(51):6751-3. PubMed PMID: 24831029.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates. AU - Huang,Ying, AU - Zhang,Qing-Song, AU - Fang,Ping, AU - Chen,Tie-Gen, AU - Zhu,Jun, AU - Hou,Xue-Long, PY - 2014/5/17/entrez PY - 2014/5/17/pubmed PY - 2015/5/13/medline SP - 6751 EP - 3 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 50 IS - 51 N2 - Highly efficient Pd-catalyzed asymmetric allylic alkylation reaction of ethyl-2-fluoro-2-(diethoxyphosphoryl)acetate with monosubstituted allylic substrates has been developed, affording corresponding α-fluorophosphonates with two chiral centers in high regio-, diastereo- and enantio-selectivities. The usefulness of the products in organic synthesis has been demonstrated. SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/24831029/Pd_catalyzed_highly_regio__diastereo__and_enantioselective_allylic_alkylation_of_α_fluorophosphonates_ DB - PRIME DP - Unbound Medicine ER -