Asymmetric Diels-Alder: Monobenzylated isosorbide and isomannide as highly effective chiral auxiliaries
1996; Elsevier BV; Volume: 37; Issue: 39 Linguagem: Inglês
10.1016/0040-4039(96)01539-0
ISSN1873-3581
AutoresAndré Loupy, Daphne A. Monteux,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoLewis acid promoted Diels-Alder reactions of acrylate esters from monobenzylated isosorbide or isomannide and cyclopentadiene provided exclusively endo-adducts with good yields and high diastereoselectivities. The RS selectivities are quasi total and opposed using either isosorbide or isomannide derivatives.
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