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Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL.
Chem Commun (Camb). 2008 May 28CC

Abstract

Novel asymmetric 2-furyl additions of (2-furyl)AlEt(2)(THF) to aromatic ketones and one alpha,beta-unsaturated ketone catalyzed by a titanium catalyst of 10-20 mol% (S)-BINOL are reported to furnish tertiary furyl alcohols in good to excellent enantioselectivities of 87-93% ee.

Authors+Show Affiliations

Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan, Republic of China.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

18473064

Citation

Wu, Kuo-Hui, et al. "Chiral Tertiary 2-furyl Alcohols: Diversified Key Intermediates to Bioactive Compounds. Their Enantioselective Synthesis Via (2-furyl)aluminium Addition to Ketones Catalyzed By a Titanium Catalyst of (S)-BINOL." Chemical Communications (Cambridge, England), 2008, pp. 2343-5.
Wu KH, Chuang DW, Chen CA, et al. Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL. Chem Commun (Camb). 2008.
Wu, K. H., Chuang, D. W., Chen, C. A., & Gau, H. M. (2008). Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL. Chemical Communications (Cambridge, England), (20), 2343-5. https://doi.org/10.1039/b802441c
Wu KH, et al. Chiral Tertiary 2-furyl Alcohols: Diversified Key Intermediates to Bioactive Compounds. Their Enantioselective Synthesis Via (2-furyl)aluminium Addition to Ketones Catalyzed By a Titanium Catalyst of (S)-BINOL. Chem Commun (Camb). 2008 May 28;(20)2343-5. PubMed PMID: 18473064.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL. AU - Wu,Kuo-Hui, AU - Chuang,Da-Wei, AU - Chen,Chien-An, AU - Gau,Han-Mou, Y1 - 2008/04/17/ PY - 2008/5/14/pubmed PY - 2008/6/27/medline PY - 2008/5/14/entrez SP - 2343 EP - 5 JF - Chemical communications (Cambridge, England) JO - Chem. Commun. (Camb.) IS - 20 N2 - Novel asymmetric 2-furyl additions of (2-furyl)AlEt(2)(THF) to aromatic ketones and one alpha,beta-unsaturated ketone catalyzed by a titanium catalyst of 10-20 mol% (S)-BINOL are reported to furnish tertiary furyl alcohols in good to excellent enantioselectivities of 87-93% ee. SN - 1359-7345 UR - https://www.unboundmedicine.com/medline/citation/18473064/Chiral_tertiary_2_furyl_alcohols:_diversified_key_intermediates_to_bioactive_compounds__Their_enantioselective_synthesis_via__2_furyl_aluminium_addition_to_ketones_catalyzed_by_a_titanium_catalyst_of__S__BINOL_ L2 - https://doi.org/10.1039/b802441c DB - PRIME DP - Unbound Medicine ER -