Organocatalytic asymmetric syn-selective direct aldol reactions in water

✍ Scribed by Yong-Chua Teo; Guan-Leong Chua; Chin-Yee Ong; Chai-Yun Poh

• Book ID: 104096689
• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 543 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.06.037

✦ Synopsis

A practical and convenient organocatalytic strategy is developed to provide a direct route to syn-selective aldol products in the presence of water. The siloxy serine organocatalyst mediates the direct aldol reaction of TBSO-protected hydroxyacetone with a variety of aldehydes to provide the aldol products in good yields and enantioselectivities up to 92%.