253450-80-5Relevant academic research and scientific papers
Diastereoselective alkylations of oxazolidinone glycolates: A useful extension of the Evans asymmetric alkylation
Crimmins, Michael T.,Emmitte, Kyle A.,Katz, Jason D.
, p. 2165 - 2167 (2007/10/03)
matrix presented The diastereoselective alkylation of glycolate oxazolidinones has been demonstrated as a method for the enantioselective preparation of α-alkoxy carboxylic acid derivatives and selectively protected 1,2-diols. Various protecting groups on
Total synthesis of (+)-laurencin: an asymmetric alkylation-ring-closing metathesis approach to medium ring ethers.
Crimmins,Emmitte
, p. 2029 - 2032 (2008/02/11)
[formula: see text] The enantioselective total synthesis of (+)-laurencin 1 is achieved in 18 steps from (S)-(+)-4-benzyl-3-benzyloxyacetyl-2-oxazolidinone. The key steps in this synthesis are an asymmetric glycolate alkylation leading to acyl oxazolidinone 2 and a subsequent ring-closing olefin metathesis to construct the oxocene core of 1. The approach to medium ring ethers utilized in this synthesis provides a general and efficient route to the cyclic core of other marine natural products.
