ChemInform Abstract: Boron Aldol Additions with Erythrulose Derivatives: Dependence of Stereoselectivity on the Type of Protecting Group.

✍ Scribed by Miguel Carda; Eva Falomir; Juan Murga; Encarnacion Castillo; Florenci Gonzalez; J. Alberto Marco

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 29 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199947215

✦ Synopsis

Boron Aldol Additions with Erythrulose Derivatives: Dependence of Stereoselectivity on the Type of Protecting Group.

-The boron aldol addition of di-O-benzyl-or di-O-benzoyl protected erythruloses and achiral aldehydes give either syn/syn or syn/anti stereoisomers with high stereoselectivity. It is believed that the different stereochemical outcome of the reactions is the result of the formation of either (Z)-or (E)-enolate intermediates from the benzyl or benzoyl derivatives, respectively. -(CARDA, MIGUEL;