Novel methods for synthesizing 2-chloroaldehyde from carbonyl compounds and converting it into 2-hydroxyaldehyde derivatives

Autor: Shoji Akai, Ken-ichi Sato, Takao Sekiguchi
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron Letters. 42:3625-3628
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00522-6
Popis: 2-Chloroaldehyde derivatives were synthesized from carbonyl compounds with [chloromethyl (dimethyl)sulfonium trifluoromethanesulfonate, ( 1 )] and DBU in THF in good yields. Further, 2-chloroaldehyde derivatives were converted into the corresponding 2-hydroxyaldehydes by treating the derivatives with n -Bu 4 NOH in good yields with the inverted configuration. The stereochemistry of all the products were determined by NMR (NOE).
Databáze: OpenAIRE