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Cu(I)-Mediated Intramolecular Conjugate Addition of Alkenyltrimethylstannane Functions to α,β-Unsaturated Ketones: A Convenient Preparation of Functionalized cis-Fused Bicyclo[4.3.0]non-8-en-3-ones and Bicyclo[3.3.0]oct-6-en-3-ones

✍ Scribed by Edward Piers; Ernest J. McEachern; Patricia A. Burns

Book ID
104202583
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
332 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

AbstractÐA new copper(I)-mediated method for effecting intramolecular conjugate addition of alkenyl functions to a,b-unsaturated ketone systems is reported. Treatment of the substrates 14, 15, 19±21, 22 and 23 with 2.5 equiv. of CuCl in DMF at room temperature affords excellent yields of the corresponding bicyclic ketones 24, 25, 29±31, 32 and 33. On the other hand, treatment of substances 15±18 with CuCN in DMSO at 608C provides good-to-excellent yields of the corresponding bicyclic products 25±28.

📜 SIMILAR VOLUMES

ChemInform Abstract: Cu(I)-Mediated Intr
ChemInform Abstract: Cu(I)-Mediated Intramolecular Conjugate Addition of Alkenyltrimethylstannane Functions to α,β-Unsaturated Ketones: A Convenient Preparation of Functionalized cis-Fused Bicyclo[4.3.0]non-8-en-3-ones and Bicyclo[3.3.0]oct-6-en-3-ones.
✍ Edward Piers; Ernest J. McEachern; Patricia A. Burns 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

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