Highly enantioselective asymmetric autocatalysis of pyrimidin-5-yl alkanol induced by chiral 1,3-disubstituted hydrocarbon allenes

Itaru Sato, Yohei Matsueda, Kousuke Kadowaki, Shigeru Yonekubo, Takanori Shibata, Kenso Soai

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35 Citations (Scopus)

Abstract

1,3-Disubstituted chiral allenes without any heteroatoms act as chiral initiators in the addition of (i-Pr)2Zn to pyrimidine-5-carbaldehyde to afford, in combination with the subsequent asymmetric autocatalysis, chiral pyrimidin-5-yl alkanols with up to 98% ee. The absolute configuration of the pyrimidin-5-yl alkanol formed depend on that of the chiral allene.

Original languageEnglish
Pages (from-to)3383-3387
Number of pages5
JournalHelvetica Chimica Acta
Volume85
Issue number10
DOIs
Publication statusPublished - 2002
Externally publishedYes

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ASJC Scopus subject areas

  • Chemistry(all)

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