✦ LIBER ✦

Diastereoselective addition of terminal alkynes to chiral nitrones: asymmetric synthesis of propargylic N-hydroxylamines

✍ Scribed by Samir K. Patel; Sandrine Py; Shashi U. Pandya; Pierre Y. Chavant; Yannick Vallée

Book ID: 104359659
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 521 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00032-6

No coin nor oath required. For personal study only.

✦ Synopsis

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.

📜 SIMILAR VOLUMES

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 Vallee 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 19 KB

First Synthesis of Optically Pure Propar

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

✍ Roger Fässler; Doug E. Frantz; Jürg Oetiker; Erick M. Carreira 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 77 KB 👁 2 views

First Synthesis of Optically Pure Propar

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

✍ Roger Fässler; Doug E. Frantz; Jürg Oetiker; Erick M. Carreira 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 77 KB 👁 2 views

First Synthesis of Optically Pure Propar

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

✍ Roger Faessler; Doug E. Frantz; Juerg Oetiker; Erick M. Carreira 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB

ChemInform Abstract: Novel Chiral Cataly

ChemInform Abstract: Novel Chiral Catalysts for Asymmetric Addition of Terminal Alkynes to Aldehydes

✍ Jincheng Mao; Guanlei Xie 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 24 KB 👁 2 views

InBr3-catalyzed direct alkynylation of n

InBr3-catalyzed direct alkynylation of nitrones with terminal alkynes: an efficient synthesis of N-hydroxy-propargyl amines

✍ Du-Ming Ji; Ming-Hua Xu 📂 Article 📅 2009 🏛 Elsevier Science 🌐 French ⚖ 704 KB

An InBr 3 -catalyzed direct and efficient alkynylation of nitrones with terminal alkynes was developed. The process enables practical synthesis of a wide range of synthetically useful N-hydroxy-propargyl amine derivatives in good yields under mild conditions. The application of this method to optica