✦ LIBER ✦

9-BBN triflate mediated stereoselective alkylation of 2-alkyl imidazolines with tetrahydrofurans

✍ Scribed by Peter I. Dalko; Yves Langlois

Book ID: 104215788
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 209 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)79135-0

No coin nor oath required. For personal study only.

✦ Synopsis

Nucleophilic attack of deprotonated imidazolines 3 or 4 on tetrahydrofuran derivatives in the presence of 9-BBN triflate can afford the corresponding alkylated products 7 with moderate to good stereoselectivities.

📜 SIMILAR VOLUMES

ChemInform Abstract: High Yielding Alkyl

ChemInform Abstract: High Yielding Alkylations of Unactivated sp3 and sp2 Centers with Alkyl-9-BBN Reagents Using an NHC-Based Catalyst: Pd-PEPPSI-IPr.

✍ Cory Valente; Sylvia Baglione; David Candito; Christopher J. O'Brien; Michael G. 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

A stereoselective route to alkenyl sulfi

A stereoselective route to alkenyl sulfides through the palladium-catalyzed cross-coupling reaction of 9-alkyl-BBN with 1-bromo-1-phenylthioethene or (E)- and (Z)-2-bromo-1-phenylthio-1-alkenes

✍ Yukio Hoshino; Tatsuo Ishiyama; Norio Miyaura; Akira Suzuki 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 247 KB

The reaction of 9-alkyl-9-BBNs with 1-bromo-i-phenylthioethene or (E)-and (Z)-2-bromo-lphenylthio-1-alkenes takes place readily in the presence of Pd(PPh& and sodium hydroxide to afford stereodefmed vinylic sulfides in excellent yields.