antherine is a polycyclic alkyloid obtained from the shrub Poranthera corymbosa. In 1974, the moleculle was hesized by famed Organic Chemist EJ. Corey and the first several steps are shown below. Elias James "EJ." Corey is American-Lebanese organic chemist. In 1990, he won the Nobel Prize in Chemistry "for his development of the theory and methodology of organic synthesis", specifically retrosynthetic analysis. Con Am Chem Soc 174 5-4517 но OH Mg H (Cat) 1. H OE 2. H,0 H.H CHs PCC OH (excess) H* (Ca 1. MgBr 2. H0 H,O", H,0 (excess), pH adjust pH =4-5 warm enamine formed -

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter13: Substitution
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vantherine is a polycyclic alkyloid obtained from the shrub Poranthera corymbosa. In 1974, the molecule was
thesized by famed Organic Chemist EJ. Corey and the first several steps are shown below. Elias James "EJ." Corey is
American-Lebanese organic chemist. In 1990, he won the Nobel Prize in Chemistry "for his development of the theory
and methodology of organic synthesis", specifically retrosynthetic analysis."
Co
JAm Chem Soc 1874 E 6516-4517
но
OH
Mg
H*
(Cat)
1. H
OEI
2. H,0
H.H
CHs
PCC
он
(excess)
H*
(Ca
1.
MgBr
2. H,0
CH
H,O", H;0
(excess),
pH adjust
pH =4-5
warm
enamine
formed
Porantherine
Transcribed Image Text:vantherine is a polycyclic alkyloid obtained from the shrub Poranthera corymbosa. In 1974, the molecule was thesized by famed Organic Chemist EJ. Corey and the first several steps are shown below. Elias James "EJ." Corey is American-Lebanese organic chemist. In 1990, he won the Nobel Prize in Chemistry "for his development of the theory and methodology of organic synthesis", specifically retrosynthetic analysis." Co JAm Chem Soc 1874 E 6516-4517 но OH Mg H* (Cat) 1. H OEI 2. H,0 H.H CHs PCC он (excess) H* (Ca 1. MgBr 2. H,0 CH H,O", H;0 (excess), pH adjust pH =4-5 warm enamine formed Porantherine
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