4.8 Article

Asymmetric silaboration of terminal allenes bearing α-stereogenic centers:: Stereoselection based on reagent control

Journal

ORGANIC LETTERS
Volume 8, Issue 12, Pages 2503-2506

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol060666j

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A highly enantioface-selective silaboration of allenes having stereogenic centers at the alpha-positions of the double bonds has been achieved using a combination of a chiral silylborane(-)-2 and a chiral Pd/(R)-3 catalyst. The chiral reagent system efficiently controlled the stereochemistry of the new stereogenic centers even in the reactions of mismatched combinations.

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