… of perhydroxazin-4-ones. Competitive Mukaiyama versus hetero Diels–Alder reaction in the cycloaddition of 2-aza-3-trimethylsilyloxy-1, 3-butadiene and aldehydes
A Bongini, M Panunzio, E Bandini, E Campana…
Index: Bongini, Alessandro; Panunzio, Mauro; Bandini, Elisa; Campana, Eileen; Martelli, Giorgio; Spunta, Giuseppe Tetrahedron Asymmetry, 2001 , vol. 12, # 3 p. 439 - 454
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Citation Number: 12
Abstract
The reactions of 2-aza-3-trimethylsilyloxy-1, 3-butadiene with carbonyl dienophiles are described. 2-Aza-1, 3-butadienes participate as dienes in the [4+ 2] cycloaddition with aldehydes to afford perhydroxazin-4-ones in good yields. Experimental results, however, show that a Mukaiyama type two-step reaction must be taken into account. The cycloadducts obtained have proved to be useful intermediates in the synthesis of α-amino-β-hydroxy ...
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