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Development of Zn-ProPhenol-Catalyzed Asymmetric Alkyne Addition: Synthesis of Chiral Propargylic Alcohols

✍ Scribed by Trost, Barry M.; Bartlett, Mark J.; Weiss, Andrew H.; von Wangelin, Axel Jacobi; Chan, Vincent S.

Book ID
118754171
Publisher
John Wiley and Sons
Year
2012
Tongue
English
Weight
567 KB
Volume
18
Category
Article
ISSN
0947-6539

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Diastereoselective addition of terminal
Diastereoselective addition of terminal alkynes to chiral nitrones: asymmetric synthesis of propargylic N-hydroxylamines
✍ Samir K. Patel; Sandrine Py; Shashi U. Pandya; Pierre Y. Chavant; Yannick Vallée 📂 Article 📅 2003 🏛 Elsevier Science 🌐 English ⚖ 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.