Streamlined catalytic asymmetric synthesis of atorvastatin

Yuji Kawato, Sandeep Chaudhary, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

An efficient enantioselective synthetic route to atorvastatin was developed based on a direct catalytic asymmetric aldol reaction. The expensive chiral ligand used in the initial aldol reaction was readily recovered (91 %) and reused. Implementation of an oxy-Michael reaction for the construction of the syn-1,3-diol unit eliminated several redundant steps, allowing for rapid access to the common intermediate in six steps (see scheme).

Original languageEnglish
Pages (from-to)3802-3806
Number of pages5
JournalChemistry - A European Journal
Volume19
Issue number12
DOIs
Publication statusPublished - 2013 Mar 18
Externally publishedYes

Keywords

  • aldol reaction
  • asymmetric catalysis
  • atorvastin
  • thioamides
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Streamlined catalytic asymmetric synthesis of atorvastatin'. Together they form a unique fingerprint.

Cite this