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Asymmetric carbon–carbon bond‐forming reaction at the 2‐position of a piperidine skeleton
Author(s) -
Kanda Yasuhisa,
Onomura Osamu,
Maki Toshihide,
Matsumura Yoshihiro
Publication year - 2002
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10151
Subject(s) - chemistry , piperidine , oxazoline , malonate , carbon–carbon bond , carbon fibers , carbon skeleton , asymmetric carbon , skeleton (computer programming) , position (finance) , stereochemistry , catalysis , medicinal chemistry , organic chemistry , optically active , materials science , finance , composite number , computer science , economics , composite material , programming language
An asymmetric carbon–carbon bond‐forming reaction at the 2‐position of a piperidine skeleton was exploited. This method consisted of a reaction between 1‐(4‐methoxybenzoyl)‐3,4‐didehydro‐2‐methoxypiperidines and dimethyl malonate catalyzed by Cu(II)‐chiral 2,2′‐isopropylidenebis(4‐phenyl‐2‐oxazoline) to afford a 2‐substituted piperidine skeleton with moderate enantioselectivity. Chirality 15:89–94, 2003. © 2002 Wiley‐Liss, Inc.