Recent progress in a chiral multinucleating system utilizing tartaric acid esters.

In order to develop a practical method for the construction of chiral molecules, we have designed a novel chiral reaction system possessing multi-metal centers utilizing tartaric acid ester as a chiral auxiliary. Based on this concept, we have developed an asymmetric 1,3-dipolar cycloaddition reaction of azomethine imines, an asymmetric hetero Diels-Alder reaction of nitroso compounds, an asymmetric Diels-Alder reaction of o-quinodimethanes. Furthermore, an asymmetric nucleophilic addition of alkynylzinc reagents, prepared in situ from dialkylzinc and 1-alkynes, to nitrones was achieved with high level of stereocontrol. In the last case, the addition of methylzinc salt of a product-like racemic hydroxylamine was found to be effective for unprecedented enhancement of enantioselectivity.

• Publication year

  2010

• Venue

  The chemical record

• Publication date

  2010-06-21

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/tcr.201000002PMID 20503206
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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