141522-07-8Relevant academic research and scientific papers
Stereoselective ring expansion of vinyl oxiranes: Mechanistic insights and natural product total synthesis
Brichacek, Matthew,Batory, Lindsay A.,Njardarson, Jon T.
supporting information; experimental part, p. 1648 - 1651 (2010/06/15)
"Chemical Equation Presented" What a (strain) relief! The first broadly applicable, catalytic, and stereoselective vinyl oxirane ring expansion is described (see scheme; hfacac = hexafluoroacetylacetonate). The stereoselectivity was influenced by several reaction parameters, and kinetic studies support a mechanistic proposal involving the in situ formation of a more reactive catalytic species. This ring-expansion reaction has been employed in the asymmetric total synthesis of (+)-goniothalesdiol.
Synthesis of amino-1,4-anhydro-D-pentitols and amino-1,5-anhydro-D-hexitols with the arabino configuration from (R)-glycidol
Aragones, Silvia,Bravo, Fernando,Diaz, Yolanda,Matheu, Ma. Isabel,Castillon, Sergio
, p. 1847 - 1856 (2007/10/03)
2-Amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration were synthesised from (R)-glycidol using a metathesis reaction as the key step. The dihydrofuran or dihydropyran products obtained after the metathesis rea
