The inner-sphere process in the enantioselective Tsuji allylation reaction with (S)-t-Bu-phosphinooxazoline ligands.
نویسندگان
چکیده
with (S)-t-Bu-phosphinooxazoline Ligands John A. Keith,‡ Douglas C. Behenna,† Justin T. Mohr,† Sandy Ma,† Smaranda C. Marinescu,† Jonas Oxgaard,‡ Brian M. Stoltz,*,† and William A. Goddard, III*,‡ DiVision of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, and Materials and Process Simulation Center (139-74), California Institute of Technology, Pasadena, California 91125
منابع مشابه
The reaction mechanism of the enantioselective Tsuji allylation: inner-sphere and outer-sphere pathways, internal rearrangements, and asymmetric C-C bond formation.
We use first principles quantum mechanics (density functional theory) to report a detailed reaction mechanism of the asymmetric Tsuji allylation involving prochiral nucleophiles and nonprochiral allyl fragments, which is consistent with experimental findings. The observed enantioselectivity is best explained with an inner-sphere mechanism involving the formation of a 5-coordinate Pd species tha...
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عنوان ژورنال:
- Journal of the American Chemical Society
دوره 129 39 شماره
صفحات -
تاریخ انتشار 2007