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• W2022708853 abstract "A novel Pd/sulfoxide catalyzed diastereoselective allylic C−H amination reaction of chiral homoallylic N-tosyl carbamates is reported. Densely oxygenated α-olefin substrates with multiple stereogenic centers undergo allylic C−H amination in excellent yields and with diastereoselectivities that are controlled by the stereocenter that bears the N-tosyl carbamate. Streamlined routes to stereochemically defined anti-oxazolidinones that can be further elaborated to medicinally and biologically relevant 1,2-amino alcohols are also demonstrated. Evidence is provided that this reaction proceeds via a Pd/sulfoxide-mediated allylic C−H cleavage to form a π-allylPd intermediate followed by Pd(II) counterion-assisted deprotonation of the nitrogen nucleophile to effect functionalization." @default.
• W2022708853 created "2016-06-24" @default.
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• W2022708853 date "2007-05-22" @default.
• W2022708853 modified "2023-09-27" @default.
• W2022708853 title "<i>syn</i>-1,2-Amino Alcohols via Diastereoselective Allylic C−H Amination" @default.
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• W2022708853 doi "https://doi.org/10.1021/ja071905g" @default.
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