Guillaume Barbe Guillaume Pelletier Miguel St-Onge Sébastien Vanier

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CONTENTS  INTRODUCTION  REACTION  MECHANISM  APPLICATION  SCOPE  CONCLUSION  REFERENCE.

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Guillaume Barbe Guillaume Pelletier Miguel St-Onge Sébastien Vanier Stereoselective Synthesis of Echinopines A and B Guillaume Barbe Guillaume Pelletier Miguel St-Onge Sébastien Vanier Lab B Université de Montréal May 13th 2008

Strategies for Ring Formation

Strategies for Ring Formation

Strategies for Ring Formation

Strategies for Ring Formation

Retrosynthetic Analysis

Asymmetric Synthesis of Norbornenone

Norbornenone Allylation

Norbornenone Allylation

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Tandem Metathesis Key Step

Alkyne Formation

Alkyne Formation

Alkyne Formation

7-exo-trig Radical Cyclization

7-exo-trig Radical Cyclization

7-exo-trig Radical Cyclization: Mechanism

7-exo-trig Radical Cyclization: Mechanism

Allylic Alcohol Synthesis

Allylic Alcohol Synthesis

Chemoselective Cyclopropanation

Chemoselective Cyclopropanation

Conclusion 17 steps stereoselective synthesis Features tandem metathesis and radical cyclization as key steps Only one protecting group (acetal) Late incorporation of cyclopropane (stability)