287483-49-2Relevant academic research and scientific papers
β-hydroxy-γ-lactones as chiral building blocks for the enantioselective synthesis of marine natural products
Garcia,Martin,Martin
, p. 1420 - 1428 (2007/10/03)
The enantioselective synthesis of trans-(+)-laurediol, (2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol, and (2S,3S,5S)-5-[(1S)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol are described. In addition, a formal synthesis of trans-(-)-kumausyne is also developed. All the synthetic procedures have in common the use of enantiomerically enriched β-hydroxy-γ-lactones, easily available by Sharpless asymmetric dihydroxylation (AD) from the suitable β,γ-unsaturated ester. The use of Katsuki - Sharpless asymmetric epoxidation (AE) as an additional enantioselective reaction provides cyclic compounds of high enantiomeric purity.
Enantiocontrolled synthesis of C-19 tetrahydrofurans isolated from the marine alga Notheia anomala
García, Celina,Soler, Marcos A.,Martín, Víctor S.
, p. 4127 - 4130 (2007/10/03)
The stereocontrolled synthesis of (2S,3S,5R)-5-[(1R)-1-hydroxy-9- decenyl]-2-pentyltetrahydro-3-furanol and (2S,3S,5S)-5-[(1S)-1-hydroxy-9- decenyl]-2-pentyltetrahydro-3-furanol, both isolated from the brown alga Notheia anomala has been achieved. The req
