pubmed-article:20639467 | rdf:type | pubmed:Citation | lld:pubmed |
pubmed-article:20639467 | lifeskim:mentions | umls-concept:C0002078 | lld:lifeskim |
pubmed-article:20639467 | lifeskim:mentions | umls-concept:C0443286 | lld:lifeskim |
pubmed-article:20639467 | lifeskim:mentions | umls-concept:C1879547 | lld:lifeskim |
pubmed-article:20639467 | lifeskim:mentions | umls-concept:C0332514 | lld:lifeskim |
pubmed-article:20639467 | lifeskim:mentions | umls-concept:C0073971 | lld:lifeskim |
pubmed-article:20639467 | pubmed:issue | 48 | lld:pubmed |
pubmed-article:20639467 | pubmed:dateCreated | 2010-12-1 | lld:pubmed |
pubmed-article:20639467 | pubmed:abstractText | We report the development of a multicatalytic, one-pot, asymmetric Michael/Stetter reaction between salicylaldehydes and electron-deficient alkynes. The cascade proceeds via amine-mediated Michael addition followed by an N-heterocyclic carbene-promoted intramolecular Stetter reaction. A variety of salicylaldehydes, doubly activated alkynes, and terminal, electrophilic allenes participate in a one-step or two-step protocol to give a variety of benzofuranone products in moderate to good yields and good to excellent enantioselectivities. The origin of enantioselectivity in the reaction is also explored; E/Z geometry of the reaction intermediate as well as the presence of catalytic amounts of catechol additive are found to influence reaction enantioselectivity. | lld:pubmed |
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pubmed-article:20639467 | pubmed:language | eng | lld:pubmed |
pubmed-article:20639467 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
pubmed-article:20639467 | pubmed:status | PubMed-not-MEDLINE | lld:pubmed |
pubmed-article:20639467 | pubmed:month | Nov | lld:pubmed |
pubmed-article:20639467 | pubmed:issn | 1091-6490 | lld:pubmed |
pubmed-article:20639467 | pubmed:author | pubmed-author:RovisTomislav... | lld:pubmed |
pubmed-article:20639467 | pubmed:author | pubmed-author:LathropStephe... | lld:pubmed |
pubmed-article:20639467 | pubmed:author | pubmed-author:FillouxClaire... | lld:pubmed |
pubmed-article:20639467 | pubmed:issnType | Electronic | lld:pubmed |
pubmed-article:20639467 | pubmed:day | 30 | lld:pubmed |
pubmed-article:20639467 | pubmed:volume | 107 | lld:pubmed |
pubmed-article:20639467 | pubmed:owner | NLM | lld:pubmed |
pubmed-article:20639467 | pubmed:authorsComplete | Y | lld:pubmed |
pubmed-article:20639467 | pubmed:pagination | 20666-71 | lld:pubmed |
pubmed-article:20639467 | pubmed:dateRevised | 2011-7-28 | lld:pubmed |
pubmed-article:20639467 | pubmed:year | 2010 | lld:pubmed |
pubmed-article:20639467 | pubmed:articleTitle | Multicatalytic, asymmetric Michael/Stetter reaction of salicylaldehydes and activated alkynes. | lld:pubmed |
pubmed-article:20639467 | pubmed:affiliation | Department of Chemistry, Colorado State University, Fort Collins, CO 80523, USA. | lld:pubmed |
pubmed-article:20639467 | pubmed:publicationType | Journal Article | lld:pubmed |
pubmed-article:20639467 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
pubmed-article:20639467 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
http://linkedlifedata.com/r... | pubmed:referesTo | pubmed-article:20639467 | lld:pubmed |