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Streamlined Catalytic Asymmetric Synthesis of Atorvastatin
Author(s) -
Kawato Yuji,
Chaudhary Sandeep,
Kumagai Naoya,
Shibasaki Masakatsu
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201204609
Subject(s) - enantioselective synthesis , aldol reaction , computer science , atorvastatin , combinatorial chemistry , catalysis , chemistry , organic chemistry , medicine , endocrinology
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).