The osmium-catalyzed aminohydroxylation of Baylis-Hillman olefins

✍ Scribed by Wallace Pringle; K.Barry Sharpless

• Book ID: 104261670
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 212 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)00887-4

✦ Synopsis

The Baylis-Hillman class of olefins undergoes a facile osmium-catalyzed aminohydroxylation reaction. The diastereoselectivity for the aminohydroxylation is influenced by the aldehyde-derived substituent, while the acrylate-derived substituent has a minimal effect. A variety of derivatives and close analogs of the Baylis-Hillman product-core failed to aminohydroxylate, emphasizing the unique reactivity of this class of olefins.