| Literature DB >> 25662282 |
Animesh Roy1, Bilal A Bhat, Salvatore D Lepore.
Abstract
Propargyl aldehydes underwent isomerization to allenyl aldehydes under mildly basic conditions when complexed to an organo-manganese auxiliary using methylcyclopentadienyl manganese tricarbonyl (MMT). This traceless auxiliary magnifies the axial chirality of the allene moiety, allowing for highly diastereoselective additions to the aldehyde carbonyl and subsequent access to an array of 2,3-allenols. Using this strategy, a nitrile-substituted 2,3-allenol was prepared and efficiently converted to Hagen's gland lactone.Entities:
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Year: 2015 PMID： 25662282 PMCID： PMC4537065 DOI： 10.1021/ol503757h
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005