16805544

Source:http://linkedlifedata.com/resource/pubmed/id/16805544

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Predicate	Object
rdf:type	pubmed:Citation
lifeskim:mentions	umls-concept:C0021223, umls-concept:C0022634, umls-concept:C0022947, umls-concept:C0205099, umls-concept:C0205283, umls-concept:C0443286, umls-concept:C0596514, umls-concept:C0677040, umls-concept:C1522492, umls-concept:C1527256, umls-concept:C2587213
pubmed:issue	14
pubmed:dateCreated	2006-6-29
pubmed:abstractText	[reaction: see text] A boat-type of chelated bicyclic transition state involving highly diastereoselective construction of three contiguous stereogenic centers in the Reformatsky reaction of indium enolates with alpha-alkoxy/hydroxy ketones is proposed. alpha-Hydroxy ketones with indium enolates furnished highly diastereoselective lactones, while alpha-alkoxy ketones gave acyclic esters in moderate selectivities. X-ray structure analyses of key products unequivocally revealed the unexpected stereochemistry of products and the reaction pathway.
pubmed:language	eng
pubmed:journal	http://linkedlifedata.com/resource/pubmed/journal/100890393
pubmed:status	PubMed-not-MEDLINE
pubmed:month	Jul
pubmed:issn	1523-7060
pubmed:author	pubmed-author:BabaAkioA, pubmed-author:BabuSrinivasarao ArulanandaSA, pubmed-author:OkabeYujiY, pubmed-author:ShibataIkuyaI, pubmed-author:YasudaMakotoM
pubmed:issnType	Print
pubmed:day	6
pubmed:volume	8
pubmed:owner	NLM
pubmed:authorsComplete	Y
pubmed:pagination	3029-32
pubmed:year	2006
pubmed:articleTitle	High chelation control of three contiguous stereogenic centers in the Reformatsky reactions of indium enolates with alpha-hydroxy ketones: unexpected stereochemistry of lactone formation.
pubmed:affiliation	Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Japan.
pubmed:publicationType	Journal Article