Abstract
2-Pyrrolidinylmethyl-2′-diphenylphosphino-1,1′-binaphthyl has been found to be a highly reactive and enantioselective N,P-ligand in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylpropen-2-yl acetate with dimethyl malonate. This axially chiral binaphthyl-based homologated N,P-ligand can be conveniently prepared from enantiomerically pure binaphthol using a five-step reaction sequence, and provides for efficient asymmetric catalysis using the chirality of the binaphthyl skeleton alone.
| Original language | English |
|---|---|
| Pages (from-to) | 1688-1692 |
| Number of pages | 5 |
| Journal | Tetrahedron Asymmetry |
| Volume | 17 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 2006 Jul 17 |
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ASJC Scopus subject areas
- Inorganic Chemistry
- Organic Chemistry
- Materials Chemistry
- Drug Discovery
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Synthesis of homologated binaphthyl N,P-ligands for Pd-catalyzed asymmetric allylic alkylation. / Kim, Kyoung Hoon; Jeong, Chan Kyu; Kim, Do Hoon; Ha, Deok-Chan.
In: Tetrahedron Asymmetry, Vol. 17, No. 11, 17.07.2006, p. 1688-1692.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis of homologated binaphthyl N,P-ligands for Pd-catalyzed asymmetric allylic alkylation
AU - Kim, Kyoung Hoon
AU - Jeong, Chan Kyu
AU - Kim, Do Hoon
AU - Ha, Deok-Chan
PY - 2006/7/17
Y1 - 2006/7/17
N2 - 2-Pyrrolidinylmethyl-2′-diphenylphosphino-1,1′-binaphthyl has been found to be a highly reactive and enantioselective N,P-ligand in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylpropen-2-yl acetate with dimethyl malonate. This axially chiral binaphthyl-based homologated N,P-ligand can be conveniently prepared from enantiomerically pure binaphthol using a five-step reaction sequence, and provides for efficient asymmetric catalysis using the chirality of the binaphthyl skeleton alone.
AB - 2-Pyrrolidinylmethyl-2′-diphenylphosphino-1,1′-binaphthyl has been found to be a highly reactive and enantioselective N,P-ligand in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylpropen-2-yl acetate with dimethyl malonate. This axially chiral binaphthyl-based homologated N,P-ligand can be conveniently prepared from enantiomerically pure binaphthol using a five-step reaction sequence, and provides for efficient asymmetric catalysis using the chirality of the binaphthyl skeleton alone.
UR - http://www.scopus.com/inward/record.url?scp=33745847789&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33745847789&partnerID=8YFLogxK
U2 - 10.1016/j.tetasy.2006.06.013
DO - 10.1016/j.tetasy.2006.06.013
M3 - Article
VL - 17
SP - 1688
EP - 1692
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
SN - 0957-4166
IS - 11
ER -