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2005
Hydration
O 0335
04- 061
A General Bifunctional Catalyst for the anti-Markovnikov Hydration of Terminal
Alkynes to Aldehydes Gives Enzyme-Like Rate and Selectivity Enhancements.
— Catalyst RUT is found to be the most general to date for anti-Markovnikov hydration
of terminal alkynes to aldehydes at neutral pH. The catalyst shows rate enhancement
and selectivity comparable to those given by enzymes. Several important classes of
functional groups are tolerated and unaffected under the reaction conditions. For alkyne
(Ia) it is demonstrated that the hydration can be performed at room temperature with
excellent yield. — (GROTJAHN*, D. B.; LEV, D. A.; J. Am. Chem. Soc. 126 (2004)
39, 12232-12233; Dep. Chem. Biochem., San Diego State Univ., San Diego, CA
92182, USA; Eng.) — Klein
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