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
N1 - Funding Information:
This work was assisted financially by a research grant from Nippon Chemiphar Inc .
Publisher Copyright:
© 2015 Elsevier Ltd.
Copyright:
Copyright 2015 Elsevier B.V., All rights reserved.
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
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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 -