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Synthesis of vinyl boronates from aldehydes by a practical boron-Wittig reaction.
Org Lett. 2015 Apr 03; 17(7):1708-11.OL

Abstract

A highly stereoselective boron-Wittig reaction between stable and readily accessible 1,1-bis(pinacolboronates) and aldehydes furnishes a variety of synthetically useful di- and trisubstituted vinyl boronate esters.

Links

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Authors+Show Affiliations

Coombs JR
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
Zhang L
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
Morken JP
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.

MeSH

AldehydesBoronBoronic AcidsMolecular StructureStereoisomerismVinyl Compounds

Pub Type(s)

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

Language

eng

PubMed ID

25799147

Citation

Coombs, John R., et al. "Synthesis of Vinyl Boronates From Aldehydes By a Practical boron-Wittig Reaction." Organic Letters, vol. 17, no. 7, 2015, pp. 1708-11.
Coombs JR, Zhang L, Morken JP. Synthesis of vinyl boronates from aldehydes by a practical boron-Wittig reaction. Org Lett. 2015;17(7):1708-11.
Coombs, J. R., Zhang, L., & Morken, J. P. (2015). Synthesis of vinyl boronates from aldehydes by a practical boron-Wittig reaction. Organic Letters, 17(7), 1708-11. https://doi.org/10.1021/acs.orglett.5b00480
Coombs JR, Zhang L, Morken JP. Synthesis of Vinyl Boronates From Aldehydes By a Practical boron-Wittig Reaction. Org Lett. 2015 Apr 3;17(7):1708-11. PubMed PMID: 25799147.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of vinyl boronates from aldehydes by a practical boron-Wittig reaction. AU - Coombs,John R, AU - Zhang,Liang, AU - Morken,James P, Y1 - 2015/03/23/ PY - 2015/3/24/entrez PY - 2015/3/24/pubmed PY - 2015/10/20/medline SP - 1708 EP - 11 JF - Organic letters JO - Org Lett VL - 17 IS - 7 N2 - A highly stereoselective boron-Wittig reaction between stable and readily accessible 1,1-bis(pinacolboronates) and aldehydes furnishes a variety of synthetically useful di- and trisubstituted vinyl boronate esters. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/25799147/Synthesis_of_vinyl_boronates_from_aldehydes_by_a_practical_boron_Wittig_reaction_ DB - PRIME DP - Unbound Medicine ER -