DOI: 10.1039/d6ra03633c ISSN: 2046-2069

DBU/H 2 O: a probing medium for diastereoselective Diels–Alder reactions of (arylvinyl)cyclohex-2-en-1-one dienes with a symmetrical trans dienophile

M. Saeed Abaee, Zahra Shabani, Mohammad M. Mojtahedi

A DBU/H 2 O medium was used to assess the stereoselectivity of the DA reactions of isophorone-derived dienes with DMF, giving the major endo adduct only (19 : 1). In contrast, the thermal reaction in PhMe produced a 5 : 1 mixture of two adducts.

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