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First Synthesis of Optically Pure Propargylic N-Hydroxylamines by Direct, Highly Diastereoselective Addition of Terminal Alkynes to Nitrones.

✍ Scribed by Roger Faessler; Doug E. Frantz; Juerg Oetiker; Erick M. Carreira


Book ID
101936253
Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
33
Category
Article
ISSN
0931-7597

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Diastereoselective addition of terminal
✍ Samir K. Patel; Sandrine Py; Shashi U. Pandya; Pierre Y. Chavant; Yannick VallΓ©e πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 English βš– 521 KB

1,3-Asymmetric induction in the Et 2 Zn-catalyzed addition of terminal alkynes was studied with nitrones bearing a chiral auxiliary on their nitrogen atom. The obtained propargylic N-hydroxylamines were generally isolated in good yields and with satisfactory to excellent diastereoselectivities.