期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 31, 页码 9930-9935出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201805408
关键词
carbopalladation; diastereoselectivity; divergent; hydropalladation; regioselectivity
资金
- National Research Foundation of Korea (NRF) - Korean government [2016R1D1A1B03933754]
- NRF - Ministry of Education, Science and Technology (MEST) [2015M3A7B4070612]
Pd-catalyzed hydroalkynylations were developed that involve ligand-enabled regiodivergent addition of an alkyne to an allenamide, giving branched and linear products stereoselectively and facilitated by the neighboring amide group. Regioselectivity was achieved with the use of (o-OMePh)(3)P and BrettPhos, which allowed the functionalization of various alkynes, including steroids, carbohydrates, alkaloids, chiral ligands, and vitamins. Based on the experimental results, it was proposed that hydro- and carbopalladation processes operated during the formations of the branched and linear products, respectively.
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