𝔖 Bobbio Scriptorium
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Enantioselective total synthesis of the pumiliotoxin a alkaloids via reductive iminium ion-alkyne cyclizations. Total synthesis of (+)-pumiliotoxin a

✍ Scribed by Larry E. Overman; Matthew J. Sharp


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
248 KB
Volume
29
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


A New Total Synthesis of dl-Pumiliotoxin
✍ Wolfgang Oppolzer; Charles Fehr; Jochen Warneke πŸ“‚ Article πŸ“… 1977 πŸ› John Wiley and Sons 🌐 German βš– 669 KB

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

Synthesis of allopumiliotoxin A alkaloid
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The title reaction can be employed to assemble the allopurniliotoxin A alkaloid skeleton with either stereochemistry of the C-7 allylic hydroxyl group.