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Organocatalytic highly enantioselective synthesis of secondary alpha-hydroxyphosphonates.
Org Lett. 2006 Oct 12; 8(21):4911-4.OL

Abstract

[reaction: see text] The first organocatalytic cross aldol reaction of ketones and diethyl formylphosphonate hydrate has been realized by using readily available l-prolinamide as the catalyst. Secondary alpha-hydroxyphosphonates have been synthesized in high enantioselective (up to >99% ee) and good diastereoselectivity.

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Authors+Show Affiliations

Dodda R
Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, USA.
Zhao CG
No affiliation info available

MeSH

CatalysisKetonesMolecular StructureOrganophosphonatesProlineStereoisomerism

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17020334

Citation

Dodda, Rajasekhar, and Cong-Gui Zhao. "Organocatalytic Highly Enantioselective Synthesis of Secondary Alpha-hydroxyphosphonates." Organic Letters, vol. 8, no. 21, 2006, pp. 4911-4.
Dodda R, Zhao CG. Organocatalytic highly enantioselective synthesis of secondary alpha-hydroxyphosphonates. Org Lett. 2006;8(21):4911-4.
Dodda, R., & Zhao, C. G. (2006). Organocatalytic highly enantioselective synthesis of secondary alpha-hydroxyphosphonates. Organic Letters, 8(21), 4911-4.
Dodda R, Zhao CG. Organocatalytic Highly Enantioselective Synthesis of Secondary Alpha-hydroxyphosphonates. Org Lett. 2006 Oct 12;8(21):4911-4. PubMed PMID: 17020334.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Organocatalytic highly enantioselective synthesis of secondary alpha-hydroxyphosphonates. AU - Dodda,Rajasekhar, AU - Zhao,Cong-Gui, PY - 2006/10/6/pubmed PY - 2007/6/28/medline PY - 2006/10/6/entrez SP - 4911 EP - 4 JF - Organic letters JO - Org Lett VL - 8 IS - 21 N2 - [reaction: see text] The first organocatalytic cross aldol reaction of ketones and diethyl formylphosphonate hydrate has been realized by using readily available l-prolinamide as the catalyst. Secondary alpha-hydroxyphosphonates have been synthesized in high enantioselective (up to >99% ee) and good diastereoselectivity. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17020334/Organocatalytic_highly_enantioselective_synthesis_of_secondary_alpha_hydroxyphosphonates_ L2 - https://doi.org/10.1021/ol062005s DB - PRIME DP - Unbound Medicine ER -