4.6 Article

Asymmetric alkynylation of aldehydes with propiolates without high reagent loading and any additives

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 12, Pages 4425-4428

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob05489a

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Funding

  1. Ministry of Education, Culture, Sports, Science and Technology, Japan (MEXT) [21790113]
  2. Japan Society for the Promotion of Science (JSPS) [22136006]
  3. Grants-in-Aid for Scientific Research [23790130] Funding Source: KAKEN

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The asymmetric alkynylation of aliphatic and aromatic aldehydes with propiolates was mediated by dialkylzinc and a novel prolinol catalyst without high reagent loading and any additives, such as Ti(Oi-Pr)(4), to give the corresponding gamma-hydroxy-alpha,beta-acetylenic esters with high enantiomeric excess of up to 95%.

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