17-14 There are three steps in Somfai's short synthesis of the alkaloid, stemoamide. Supply the missing reagents and products in this three-reaction sequence in the middle of the synthesis. 1)1-B: BrZnCH,CO,Et Grubbs-Il R 2) HOAC (PhyP),Pd CH2CI2 CHieINO THF-DMPU, A CisHzNO3 C13H19NO3 Reference: J. Org. Chem. 2007, 72, 4246.

Organic Chemistry
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Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter23: Amines
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Problem 23.56P
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17-14 There are three steps in Somfai's short synthesis of the alkaloid, stemoamide.
Supply the missing reagents and products in this three-reaction sequence in the
middle of the synthesis.
1)1-B:
BrZnCH,CO,Et
Grubbs-Il
R
2) HOAC
(PhyP)aPd
CH2CI2
CHigINO THF-DMPU, A
CisHz3NO3
C13H19NO3
Reference: J. Org. Chem. 2007, 72, 4246.
Transcribed Image Text:17-14 There are three steps in Somfai's short synthesis of the alkaloid, stemoamide. Supply the missing reagents and products in this three-reaction sequence in the middle of the synthesis. 1)1-B: BrZnCH,CO,Et Grubbs-Il R 2) HOAC (PhyP)aPd CH2CI2 CHigINO THF-DMPU, A CisHz3NO3 C13H19NO3 Reference: J. Org. Chem. 2007, 72, 4246.
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