Asymmetric aza-Diels-Alder reactions of an N-tert-butanesulfinyl alpha-imino ester

作者：Andreassen Trygve; Haland Torfinn; Hansen Lars K; Gautun Odd R^*

来源：Tetrahedron Letters, 2007, 48(48): 8413-8415.

DOI：10.1016/j.tetlet.2007.09.174

• asymmetric induction
• aza-Diels-Alder reactions
• sulfinimine
• non-activated dienes

Diastereoselective aza-Diels-Alder (aza-DA) reactions of an N-tert-butanesulfinyl alpha-imino ester with different dienes including activated and non-activated dienes in the presence of BF3 center dot OEt2 are described. Diastereoselectivities up to 99% were observed for acyclic unactivated dienes. The absolute configurations of two aza-DA products have been solved by X-ray analysis.

• 出版日期2007-11-26