171231-85-9Relevant academic research and scientific papers
Asymmetric nitrone-vinyl sulfoxide cycloadditions
Louis, Chantal,Hootele, Claude
, p. 109 - 131 (2007/10/03)
The cycloaddition of (Z) and (E)-vinyl sulfoxides with cyclic nitrones 1 and 2 is reported. Best diastereoselection is achieved with (Z)-vinyl sulfoxides 7a-d as dipolarophiles. This methodology allows the highly stereoselective synthesis of (+)-sedridine 9a, (-)-hygroline 10 and (-)-(2S)-N-carbomethoxypelletierine 11a.
Asymmetric Nitrone-Vinyl Sulfoxide Cycloadditions: a Highly Enantioselective Synthesis of (+)-Sedridine
Louis, Chantal,Hootele, Claude
, p. 2149 - 2152 (2007/10/03)
Cycloaddition of 2,3,4,5-tetrahydropyridine-1-oxide 1 to (Z)-(R)-vinyl sulfoxides 2a-d proceeds in high yield to give isoxazolidines 3a-d and 4a-d with complete exo selectivity and with 82-98percent asymmetric induction.This method provides an efficient s
