Stereoselective synthesis of hydroxy-ketenedithioacetals from aldehydes

✍ Scribed by Sylvie Tchertchian; Yannick Vallée

• Book ID: 104208654
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 619 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00413-x

✦ Synopsis

The reaction of Garner's aldehyde with dithioacetate enethiolates followed by alkylation of the intermediate aldolate gives hydroxy-ketenedithioacetals with a moderate anti selectivity. This methodology was applied to the synthesis of various other ketene dithioacetals with high E or Z stereoselectivity.