An organic chemistry minilecture on the Concise Syntheses Of GB22, GB13 And Himgaline By Cross-Coupling And Complete Reduction by Eleanor M. Landwehr, Meghan A. Baker, Takuya Oguma, Hannah E. Burdge, Takahiro Kawajiri, Ryan A. Shenvi*. It features a Simmons-Smith Cyclopropanation, a dual Ni catalyzed /Photoredox Coupling and a Benkeser Reduction.




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References:
10.26434/chemrxiv-2021-8nlfl (This work)
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J. Am. Chem. Soc. 2003, 125, 2400–2401 (Previous syntheses)
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0:00 Introduction
0:55 Himgaline- Challenges
1:16 Retrosynthesis
1:56 Enolate Formation
2:15 Simmons-Smith Cyclopropanation
3:28 Friedel-Crafts Reaction
4:26 Pyridine Reduction
4:56 Demethylation
5:28 Reductive Amination
5:48 Benkeser Reduction
6:36 Aza-Michael Addition

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