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New total synthesis of dl-physostigmine (dl-eserine) via regioselective NaBH4-reduction of imides

✍ Scribed by J.B.P.A. Wijberg; W.N. Speckamp

Publisher: Elsevier Science
Year: 1978
Tongue: French
Weight: 689 KB
Volume: 34
Category: Article
ISSN: 0040-4020
DOI: 10.1016/0040-4020(78)89058-9

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## Abstract __dl__‐Pumiliotoxin‐C **(4)** was synthesized in a practical manner from __trans__‐4‐hexenal **(9)**. The key step **14** → **15** (__Scheme 3__) involves an intramolecular __Diels__‐__Alder__ reaction giving mainly the __cis__‐fused indanols **15a**, which were converted to the __cis__