Journal
ORGANIC LETTERS
Volume 25, Issue 39, Pages 7186-7191Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c02611
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In this study, we report the first rhodium-catalyzed hydrolytic cleavage of the silicon-carbon bond in silacyclobutanes using water as the reactant. A range of silacyclobutanes can be utilized in this reaction with the presence of Rh/BINAP complex, yielding the corresponding silanols in good yields. Moreover, a chiral ligand derived from 1,1,4,4-tetraaryl-2,3-O-isopropylidene-l-threitol-derived phosphoramidite can be employed to obtain Si-stereogenic silanol with promising enantioselectivity.
Herein, we report the first rhodium-catalyzed hydrolytic cleavage of the silicon-carbon bond in silacyclobutanes using water as the reactant. A series of silacyclobutanes could be employed in this reaction in the presence of the Rh/BINAP complex, resulting in the corresponding silanols in good yields. Additionally, a chiral 1,1,4,4-tetraaryl-2,3-O-isopropylidene-l-threitol-derived phosphoramidite ligand could be used in this reaction to yield Si-stereogenic silanol with promising enantioselectivity.
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