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Synthesis of non-natural l-alanine derivatives using the aza-Cope–Mannich reaction

✍ Scribed by Ratmanova, Nina K.; Belov, Dmitry S.; Andreev, Ivan A.; Kurkin, Alexander V.

Book ID
125457685
Publisher
Elsevier Science
Year
2014
Tongue
English
Weight
791 KB
Volume
25
Category
Article
ISSN
0957-4166

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## Abstract The total synthesis of enantiomerically pure (−)‐crinine (**1**) in 10 steps and 6% overall yield from cyclopentene oxide is reported. The key step was the rearrangement of **7** upon reaction with AgNO~3~ at 25°C to give __cis__‐perhydroindolone **8** in 81% yield.