Premium
Enantioselective addition of phenylacetylene to aldehydes catalyzed by polymer‐supported titanium(IV) complexes of β‐hydroxy amides
Author(s) -
Hui XinPing,
Huang LuNing,
Li YaMin,
Wang RenLin,
Xu PengFei
Publication year - 2010
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.20749
Subject(s) - phenylacetylene , chemistry , enantioselective synthesis , aldehyde , amide , organic chemistry , catalysis , titanium , polymer chemistry
A series of polymer‐supported chiral β‐hydroxy amides and C 2 ‐symmetric β‐hydroxy amides have been synthesized and successfully used for the enantioselective addition of phenylacetylene to aldehydes. High yields (up to 93%) and enantioselectivities (up to 92% ee) were achieved by using polymer‐supported chiral β‐hydroxy amide 4b . The resin 4b is reused four times, giving the product with enantioselectivity 80% ee. Fortunately, it is found that this heterogonous system is suitable not only for aromatic aldehydes but also aliphatic aldehyde. Chirality, 2010. © 2009 Wiley‐Liss, Inc.