Abstract
Abstract We have demonstrated that chiral 1-(1,3-dithian-2-yl)prop-2-en-1-ols as new scaffolds, obtained by enzyme-catalyzed kinetic resolution, undergo Suzuki-Miyaura cross-couplings and hydroformylation smoothly. Also, we have found that a 1,3-dithianyl group of the products can be removed without any erosion of the enantiopurity under mild conditions. A new access to a variety of enantiopure α-hydroxyaldehydes with ensured absolute configuration is described.
| Original language | English |
|---|---|
| Article number | 26757 |
| Pages (from-to) | 6488-6498 |
| Number of pages | 11 |
| Journal | Tetrahedron |
| Volume | 71 |
| Issue number | 37 |
| DOIs | |
| Publication status | Published - Aug 7 2015 |
| Externally published | Yes |
Fingerprint
Keywords
- 1,3-Dipolar cycloaddition
- Hydroformylation
- Scaffold
- Suzuki-Miyaura cross-coupling
- α-Hydroxyaldehyde
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
Cite this
Chiral 1-(1,3-dithian-2-yl) prop-2-en-1-ols : new scaffolds for enantiopure α-hydroxyaldehydes. / Akehi, Masaru; Kawamoto, Mariko; Mandai, Tadakatsu.
In: Tetrahedron, Vol. 71, No. 37, 26757, 07.08.2015, p. 6488-6498.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Chiral 1-(1,3-dithian-2-yl) prop-2-en-1-ols
T2 - new scaffolds for enantiopure α-hydroxyaldehydes
AU - Akehi, Masaru
AU - Kawamoto, Mariko
AU - Mandai, Tadakatsu
PY - 2015/8/7
Y1 - 2015/8/7
N2 - Abstract We have demonstrated that chiral 1-(1,3-dithian-2-yl)prop-2-en-1-ols as new scaffolds, obtained by enzyme-catalyzed kinetic resolution, undergo Suzuki-Miyaura cross-couplings and hydroformylation smoothly. Also, we have found that a 1,3-dithianyl group of the products can be removed without any erosion of the enantiopurity under mild conditions. A new access to a variety of enantiopure α-hydroxyaldehydes with ensured absolute configuration is described.
AB - Abstract We have demonstrated that chiral 1-(1,3-dithian-2-yl)prop-2-en-1-ols as new scaffolds, obtained by enzyme-catalyzed kinetic resolution, undergo Suzuki-Miyaura cross-couplings and hydroformylation smoothly. Also, we have found that a 1,3-dithianyl group of the products can be removed without any erosion of the enantiopurity under mild conditions. A new access to a variety of enantiopure α-hydroxyaldehydes with ensured absolute configuration is described.
KW - 1,3-Dipolar cycloaddition
KW - Hydroformylation
KW - Scaffold
KW - Suzuki-Miyaura cross-coupling
KW - α-Hydroxyaldehyde
UR - http://www.scopus.com/inward/record.url?scp=84938741495&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84938741495&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2015.05.039
DO - 10.1016/j.tet.2015.05.039
M3 - Article
AN - SCOPUS:84938741495
VL - 71
SP - 6488
EP - 6498
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 37
M1 - 26757
ER -