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Ester and Orthoester Formation in the Alcoholysis of Iminoester Hydrochlorides. A Proposed Mechanism

✍ Scribed by McElvain, S. M.; Stevens, Calvin L.

Book ID
127043016
Publisher
American Chemical Society
Year
1947
Tongue
English
Weight
487 KB
Volume
69
Category
Article
ISSN
0002-7863

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## Abstract A steroidal oxetanyl ester was synthesized in eight steps as a biomimetic model of taxol oxetane. The model compound was surprisingly reactive under acidic conditions, rearranging in the absence of H~2~O to a [2.2.1]‐bicyclic orthoester. Both the oxetanyl ester and the orthoester readil