An efficient strategy for the synthesis of syn 1,3-diols via iterative acetate aldol reactions and synthesis of atorvastatin lactone

[Display omitted] An efficient strategy for the synthesis of syn 1,3-diol has been developed, employing an imidazolidinone based chiral auxiliary via stereoselective and sequential double acetate aldol reactions. The syn 1,3-diol subunit was modified to obtain the C-7 carboxylic acid side chain and...

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Bibliographic Details
Published in:Tetrahedron letters 2015-09, Vol.56 (40), p.5409-5412
Main Authors: Goyal, Sandeep, Patel, Bhautikkumar, Sharma, Ratnesh, Chouhan, Mangilal, Kumar, Kapil, Gangar, Mukesh, Nair, Vipin A.
Format: Article
Language:English
Subjects:
Aldol
Atorvastatin
Chiral auxiliary
Diastereoselectivity
Syn 1,3-diol
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Summary:[Display omitted] An efficient strategy for the synthesis of syn 1,3-diol has been developed, employing an imidazolidinone based chiral auxiliary via stereoselective and sequential double acetate aldol reactions. The syn 1,3-diol subunit was modified to obtain the C-7 carboxylic acid side chain and further subjected to reaction with a suitable 1,4-diketone under Paal-Knorr conditions to obtain atorvastatin lactone.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.08.011