TY - JOUR
T1 - Preparation of optically active 3-substituted piperidines via ring expansion
T2 - Synthesis of 4-amino- and 4-fluoro-1,4,5-trideoxy-1,5-imino-D-ribitol and 1,5-dideoxy-1,5-imino-D-ribitol
AU - Kim, Dae Kee
AU - Kim, Ganghyeok
AU - Kim, Young Woo
PY - 1996/4/21
Y1 - 1996/4/21
N2 - A new method for the preparation of optically active 3-substituted 1-benzylpiperidines based on the ring expansion of the 1-benzyl-2-(methylsulfonyloxymethyl)pyrrolidine 13 with various nucleophiles has been described. Synthesis of 4-amino-1,4,5-trideoxy-1,5-imino-D-ribitol 5, 1,4,5-trideoxy-4-fluoro-1,5-imino-D-ribitol 6 and 1,5-dideoxy-1,5-imino-D-ribitol 7 has also been achieved by a route which involves ring expansion of compound 13.
AB - A new method for the preparation of optically active 3-substituted 1-benzylpiperidines based on the ring expansion of the 1-benzyl-2-(methylsulfonyloxymethyl)pyrrolidine 13 with various nucleophiles has been described. Synthesis of 4-amino-1,4,5-trideoxy-1,5-imino-D-ribitol 5, 1,4,5-trideoxy-4-fluoro-1,5-imino-D-ribitol 6 and 1,5-dideoxy-1,5-imino-D-ribitol 7 has also been achieved by a route which involves ring expansion of compound 13.
UR - http://www.scopus.com/inward/record.url?scp=0001224647&partnerID=8YFLogxK
U2 - 10.1039/p19960000803
DO - 10.1039/p19960000803
M3 - Article
AN - SCOPUS:0001224647
SN - 0300-922X
SP - 803
EP - 808
JO - Journal of the Chemical Society - Perkin Transactions 1
JF - Journal of the Chemical Society - Perkin Transactions 1
IS - 8
ER -