78927-93-2Relevant academic research and scientific papers
An enantioselective approach to (+)-laurencin
Adsool, Vikrant A.,Pansare, Sunil V.
experimental part, p. 2011 - 2015 (2009/01/31)
A convergent enantioselective route to an advanced intermediate for the synthesis of the marine natural product (+)-laurencin has been developed. The methodology employs ring-opening of an ephedrine-based spiro-epoxide with a chiral secondary alcohol, hemiacetal allylation and ring closing metathesis as the key steps for elaboration of the functionalized medium-ring ether moiety in laurencin. The Royal Society of Chemistry.
Enantioselective synthesis of α-hydroxy γ-butyrolactones from an ephedrine-derived morpholine-dione
Pansare, Sunil V,Shinkre, Bidhan A,Bhattacharyya, Annyt
, p. 8985 - 8991 (2007/10/03)
An ephedrine-derived morpholine dione is employed in the enantioselective synthesis of (S)-α-hydroxy γ,γ-dimethyl-γ-butyrolactone and (S)-α-hydroxy γ-butyrolactone. A one-pot alkylation/allylation protocol for the stereoselective conversion of the dione to 2-alkyl-2-allyl morpholinones, key intermediates for α-alkyl-α-hydroxy-γ-butyrolactones, is described.
Enantioselective synthesis of β,β-dialkyl α-hydroxy γ-butyrolactones
Pansare, Sunil V.,Bhattacharyya, Annyt
, p. 9265 - 9267 (2007/10/03)
An ephedrine-derived morpholine dione is employed in the synthesis of chiral alkylidene morpholinones that are efficiently converted to β-substituted α,γ-dihydroxy butyramides, precursors of the corresponding butyrolactones. Enantioselective synthesis of a spiro analog of pantolactone as well as a naturally occurring pantolactone homolog is achieved with this protocol.
