Streamlined catalytic asymmetric synthesis of atorvastatin

Yuji Kawato; Sandeep Chaudhary; Naoya Kumagai; Masakatsu Shibasaki

doi:10.1002/chem.201204609

Streamlined catalytic asymmetric synthesis of atorvastatin

Yuji Kawato, Sandeep Chaudhary, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journal › Article › peer-review

39 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 language	English
Pages (from-to)	3802-3806
Number of pages	5
Journal	Chemistry - A European Journal
Volume	19
Issue number	12
DOIs	https://doi.org/10.1002/chem.201204609
Publication status	Published - 2013 Mar 18
Externally published	Yes

Keywords

aldol reaction
asymmetric catalysis
atorvastin
thioamides
total synthesis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.201204609

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AU - Kawato, Yuji

AU - Chaudhary, Sandeep

AU - Kumagai, Naoya

AU - Shibasaki, Masakatsu

PY - 2013/3/18

Y1 - 2013/3/18

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KW - aldol reaction

KW - asymmetric catalysis

KW - atorvastin

KW - thioamides

KW - total synthesis

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Streamlined catalytic asymmetric synthesis of atorvastatin

Abstract

Keywords

ASJC Scopus subject areas

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