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In situ formation of vinylboranes for use in Diels Alder reactions. An easy one-pot Diels-Alder synthesis of cyclohexenols

✍ Scribed by Singleton, Daniel A.; Martinez, Jose P.; Ndip, Grace M.

Book ID
118184989
Publisher
American Chemical Society
Year
1992
Tongue
English
Weight
555 KB
Volume
57
Category
Article
ISSN
0022-3263

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✍ Maria Vittoria Spanedda; Vu Dinh Hoang; Benoit Crousse; Danièle Bonnet-Delpon; J 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 246 KB

Hexafluoroisopropanol and trifluoroethanol are found to promote imino-Diels-Alder reactions of the N-aryl aldimine 1 with alkyl vinyl ethers to afford the corresponding tetrahydroquinolines in good yields without Lewis acid under mild and neutral conditions. The reaction is also efficient in a three