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Stereoselective Alkylation of Imines and its Application towards the Synthesis of β‐Lactams
Author(s) -
Goyal Sandeep,
Thakur Anamika,
Sharma Ratnesh,
Gangar Mukesh,
Patel Bhautikkumar,
Nair Vipin A.
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600339
Subject(s) - chemistry , stereoselectivity , alkylation , isopropyl , chiral auxiliary , enantioselective synthesis , propionate , combinatorial chemistry , organic chemistry , titanium , stereochemistry , catalysis
( S )‐4‐Isopropyl‐1‐[( R )‐1‐phenylethyl]imidazolidin‐2‐one was evaluated as a chiral auxiliary for asymmetric acetate and propionate Mannich‐type reactions, by generation of the titanium enolates, affording excellent yields and stereoselectivities. The application of the auxiliary was exemplified in the stereoselective synthesis of the β‐lactam antihyperlipidemic drug ezetimibe.