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ChemInform Abstract: Hetero-Diels-Alder Addition of α,β-Unsaturated-Acyl Cyanides. Part 3. Syntheses of 3-Bromo-2-ethoxy-3,4-dihydro-2H-pyran-6- carbonitriles, and Their Transformation to 2-Ethoxy-2H-pyrans.

✍ Scribed by J.-C. ZHUO; H. WYLER; K. SCHENK

Book ID
112022724
Publisher
John Wiley and Sons
Year
2010
Weight
37 KB
Volume
26
Category
Article
ISSN
0931-7597

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📜 SIMILAR VOLUMES

Hetero-Diels-Alder Additions of α,β-Unsa
Hetero-Diels-Alder Additions of α,β-Unsaturated-Acyl Cyanides. Part 3. Syntheses of 3-bromo-2-ethoxy-3,4-dihydro-2H-pyran-6-carbonitriles, and about their transformation to 2-ethoxy-2H-pyrans
✍ Jin-Cong Zhuo; Hugo Wyler; Kurt Schenk 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 German ⚖ 930 KB

## Abstract Cycloadditions of the α,β‐unsaturated‐acyl cyanides 1–3 with (__Z__)‐or (__E__)‐1‐bromo‐2‐ethoxyethene (4) may be performed at moderate temperatures and provide in good yields the 3‐bromo‐2‐ethoxy‐3,4‐dihydro‐2__H__‐pyran‐6‐carbonitriles 5–7, respectively (__Scheme 1__). Diastereoisomer

Facile Hetero-Diels-Alder Reaction of α,
Facile Hetero-Diels-Alder Reaction of α,β-Unsaturated Acyl Cyanides and Enol Ethers: Syntheses of 2-Alkoxy-3,4-dihydro-2H-Pyran-6-carbonitriles
✍ Robert A. John; Vincent Schmid; Hugo Wyler 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 German ⚖ 487 KB

2-Ethoxy-3,4-dihydro-2H-pyran-6-carbonitriles are obtained in high yield by stereospecific endo-mode cycloadditions of ccJ-unsaturated acyl cyanides and ethyl vinyl cther at room temperature. The nitrile group is converted to some other functionalities.