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Indium(III) Chloride-Catalyzed Conversion of {[(Benzyloxy)carbonyl]amino}-Substituted Sulfones with 2-[(Trimethylsilyl)oxy]furan: A Facile Access to γ-Butenolactone Derivatives Containing a Protected Amino Group

✍ Scribed by Biswanath Das; Chithaluri Sudhakar; Parigi Raghavendar Reddy; Jajula Kashanna

Publisher
John Wiley and Sons
Year
2011
Tongue
German
Weight
123 KB
Volume
94
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Treatment of {[(benzyloxy)carbonyl]amino}‐substituted sulfones 1 with 2‐[(trimethylsilyl)oxy]furan (2) in the presence of InCl~3~ as a catalyst at room temperature produced the γ‐butenolactone derivatives 3 and 4 containing a protected amino group (Scheme 1). The products were formed in high yields (81–92%) within 3–10 h favoring the anti‐isomer 3.

📜 SIMILAR VOLUMES

ChemInform Abstract: Novel Synthetic Met
ChemInform Abstract: Novel Synthetic Methodologies. Part 210. Indium(III) Chloride-Catalyzed Conversion of {[(Benzyloxy)carbonyl]amino}-Substituted Sulfones with 2-[(Trimethylsilyl)oxy]furan: A Facile Access to γ-Butenolactone Derivatives Containing a Protected Amino Group.
✍ Biswanath Das; Chithaluri Sudhakar; Parigi Raghavendar Reddy; Jajula Kashanna 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

## Abstract Various racemic γ‐butenolactones are prepared with moderate anti‐selectivities tolerating aromatic, heteroaromatic and aliphatic substituents and a range of functional groups.