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Cope rearrangement of Δ3,8-taxane tricarbocycles: Remarkable solvent effect on product distribution

✍ Scribed by Hiroyuki Kusama; Koichiro Morihira; Toshiyuki Nishimori; Takashi Nakamura; Isao Kuwajima


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
264 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


Cope rearrangement of the taxane-like tricyclic compounds having a 1,5-diene moiety readily takes place to give novel spirocyclic compounds. This transformation is found to be reversible and the product distribution is greatly dependent on the solvent polarity: the reactions in chloroform afford the taxane-like tricarbocycles, while those in methanol give the spirocyclic compounds exclusively.