Diastereoselectivity in the Paterno-Buchi reaction on furan derivatives

作者：D'Auria M^*; Emanuele L; Racioppi R

来源：Tetrahedron Letters, 2004, 45(20): 3877-3880.

DOI：10.1016/j.tetlet.2004.03.133

• photochemistry
• furan
• benzoin
• benzofuran
• Paterno-Buchi reaction

The reaction of benzoin, 4,4'-dimethoxybenzoin and benzoin ethyl ether with furan gave the corresponding adduct with high diastereoselectivity (71-100%). The diastereoselectivity was explained considering the relative stability of the biradical intermediates. Benzofuran reacts with (S)-1-methylpropylbenzoylformate to give the corresponding adduct with de = 58%. The diastereoselectivity was explained considering the relative stability of the biradical intermediates.

• 出版日期2004-5-10