828699-67-8Relevant academic research and scientific papers
C(6)-alkylation of 3-hydroxypiperidine via reductive and homolytic cleavage of N,S-acetals
Bartels, Marc,Zapico, Julian,Gallagher, Timothy
, p. 2636 - 2638 (2004)
N-Carboxymethyl 3-hydroxypiperidine (6) undergoes substitution at C(6) via reductive cleavage of N,S-acetal 8a with lithium naphthalenide (LN) and trapping of the resulting carbanionic intermediate 9 with different electrophiles to give adducts 10. N,S-Acetal 8a also undergoes C-S homolysis and trapping of the resulting radical provides an alternative entry to 2-substituted-5- hydroxypiperidines.
