𝔖 Bobbio Scriptorium
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Enantioselective synthesis of cardenolide precursors using an intramolecular Heck reaction

✍ Scribed by Larry E Overman; Paul V Rucker

Book ID
104259402
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
195 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

The cardiac glycosides (digitalis), which are found in a variety of plant species, are a large group of steroids having a sugar residue at the 313 position. 1 They have been used by indigenous populations in Africa as dart poisons and have found extensive use in modem medicine in the treatment of congestive heart failure. 2 The

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Two intramolecular routes were experimented to reach the hexahydrobenzofuro[2,3-c]pyridine platform: a Heck and a radical reaction. The radical route was applicable to all substrates, whereas the Heck route was of limited use. The key adducts were obtained via a Mitsunobu condensation between haloge