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pubmed-article:16898811pubmed:abstractText[reaction: see text] Described herein is a method of stereoselective synthesis of trisubstituted allylic alcohols by alkylation of alkenyl alanates, formed in situ through treatment of propargyl alcohols with Vitride (Red-Al). This technique represents the first of its kind to feature a trans-hydrometalation, and is particularly effective for the formation of 1,4-dienes. Applications involving primary, secondary, and tertiary alcohols are discussed, as well as limitations regarding both alkyne and electrophile components.lld:pubmed
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pubmed-article:16898811pubmed:authorpubmed-author:JamisonTimoth...lld:pubmed
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pubmed-article:16898811pubmed:dateRevised2007-12-3lld:pubmed
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pubmed-article:16898811pubmed:articleTitletrans-hydroalumination/alkylation: one-pot synthesis of trisubstituted allylic alcohols.lld:pubmed
pubmed-article:16898811pubmed:affiliationDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.lld:pubmed
pubmed-article:16898811pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:16898811pubmed:publicationTypeResearch Support, U.S. Gov't, Non-P.H.S.lld:pubmed
pubmed-article:16898811pubmed:publicationTypeResearch Support, N.I.H., Extramurallld:pubmed
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