TY - JOUR
T1 - Iterative synthesis of oligo-1,4-diols via catalytic anti-Markovnikov hydration of terminal alkynes
AU - Kribber, Thomas
AU - Labonne, Aurélie
AU - Hintermann, Lukas
PY - 2007/9/17
Y1 - 2007/9/17
N2 - A sequential, iterative synthesis of oligo-1,4-diol building blocks has been realized via (a) propargylation of an aldehyde with allenylzinc bromide, (b) alcohol protection and (c) ruthenium-catalyzed anti-Markovnikov hydration of the terminal alkyne to release an aldehyde for the next iteration. Linear chains with 1,4-, 1,4,7- 1,4,7,10- and 1,4,7,10,13- functionalization patterns have been obtained by consecutive sequential iterations.
AB - A sequential, iterative synthesis of oligo-1,4-diol building blocks has been realized via (a) propargylation of an aldehyde with allenylzinc bromide, (b) alcohol protection and (c) ruthenium-catalyzed anti-Markovnikov hydration of the terminal alkyne to release an aldehyde for the next iteration. Linear chains with 1,4-, 1,4,7- 1,4,7,10- and 1,4,7,10,13- functionalization patterns have been obtained by consecutive sequential iterations.
KW - Addition reactions
KW - Aldehydes
KW - Alkynes
KW - Homogeneous catalysis
KW - Ruthenium
UR - http://www.scopus.com/inward/record.url?scp=34948863825&partnerID=8YFLogxK
U2 - 10.1055/s-2007-983884
DO - 10.1055/s-2007-983884
M3 - Article
AN - SCOPUS:34948863825
SN - 0039-7881
SP - 2809
EP - 2818
JO - Synthesis
JF - Synthesis
IS - 18
ER -