Asymmetric Diels-Alder: Monobenzylated isosorbide and isomannide as highly effective chiral auxiliaries

DOI: 10.1016/0040-4039(96)01539-0

Source and publish data:

Tetrahedron Letters p. 7023 - 7026 (1996)

Update date:2022-07-29

Topics:

Authors:

Loupy, Andre

Monteux, Daphne

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Article abstract of DOI:10.1016/0040-4039(96)01539-0

Lewis 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 R/S selectivities are quasi total and opposed using either isosorbide or isomannide derivatives.

Full text of DOI:10.1016/0040-4039(96)01539-0

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