Abstract
Me2Zn and Et2Zn added to aromatic and aliphatic aldehydes in the presence of 3 mol % of 2. (S)-1-Phenylethanol (91% ee) and (S)-1-phenylpropanol (86% ee) were synthesized from benzaldehyde and (S)-1-furan-2-yl-1-propanol (86% ee) from 2-furaldehyde. Nonanal and 3-phenylpropanal provided (S)-3-undecanol (96% ee) and (S)-1-phenyl-3-pentanol (94% ee). A solid-phase variant was effective with reduced ee's (e.g., 86% ee → 79% ee) for (S)-1-phenylpropanol.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3003-3006 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 2 |
| Issue number | 19 |
| State | Published - Sep 21 2000 |
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ASJC Scopus subject areas
- Molecular Medicine
Cite this
Catalysis by amino acid-derived tetracoordinate complexes : Enantioselective addition of dialkylzincs to aliphatic and aromatic aldehydes. / Dangel, Brian D.; Polt, Robin L.
In: Organic Letters, Vol. 2, No. 19, 21.09.2000, p. 3003-3006.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Catalysis by amino acid-derived tetracoordinate complexes
T2 - Enantioselective addition of dialkylzincs to aliphatic and aromatic aldehydes
AU - Dangel, Brian D.
AU - Polt, Robin L
PY - 2000/9/21
Y1 - 2000/9/21
N2 - Me2Zn and Et2Zn added to aromatic and aliphatic aldehydes in the presence of 3 mol % of 2. (S)-1-Phenylethanol (91% ee) and (S)-1-phenylpropanol (86% ee) were synthesized from benzaldehyde and (S)-1-furan-2-yl-1-propanol (86% ee) from 2-furaldehyde. Nonanal and 3-phenylpropanal provided (S)-3-undecanol (96% ee) and (S)-1-phenyl-3-pentanol (94% ee). A solid-phase variant was effective with reduced ee's (e.g., 86% ee → 79% ee) for (S)-1-phenylpropanol.
AB - Me2Zn and Et2Zn added to aromatic and aliphatic aldehydes in the presence of 3 mol % of 2. (S)-1-Phenylethanol (91% ee) and (S)-1-phenylpropanol (86% ee) were synthesized from benzaldehyde and (S)-1-furan-2-yl-1-propanol (86% ee) from 2-furaldehyde. Nonanal and 3-phenylpropanal provided (S)-3-undecanol (96% ee) and (S)-1-phenyl-3-pentanol (94% ee). A solid-phase variant was effective with reduced ee's (e.g., 86% ee → 79% ee) for (S)-1-phenylpropanol.
UR - http://www.scopus.com/inward/record.url?scp=0000060085&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0000060085&partnerID=8YFLogxK
M3 - Article
C2 - 10986093
AN - SCOPUS:0000060085
VL - 2
SP - 3003
EP - 3006
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 19
ER -