111194-16-2

Upstream product

• 79414-13-4 trimethylsilylethyl bromoacetate 
• 111194-13-9 2-trimethylsilylethyl 2-formyloxyethanoate 
• 111194-14-0 2-hydroxy-O-(2-trimethylsilylethyl)ethanoate 
• 71816-81-4 (+/-)-cis-5,6-dimethyl-5,6-dihydro-2H-pyran-2-one 
• 66186-46-7 (4R*,5R*)-4-methyl-5-hydroxy-2-hexynoic acid 
• 41998-65-6 (2R*,3R*)-3-methyl-4-pentyne-2-ol 
• 20343-90-2 bis(phenylseleno)methane 
• 2916-68-9 2-(Trimethylsilyl)ethanol 
• 111194-15-1 2-trimethylsilylethyl 2-(2-methyl-2-methoxyethoxy)ethanoate 
• 111194-12-8 (4S*,5R*,6R*)-5,6-dimethyl-4-phenylselenomethyltetrahydro-2H-pyran-2-one 

Downstream Products

• 104432-03-3 (+/-)-benzoylselenopederic acid 
• 111194-18-4 (R)-Hydroxy-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid 2-trimethylsilanyl-ethyl ester 
• 111194-18-4 (S)-Hydroxy-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid 2-trimethylsilanyl-ethyl ester 
• 129156-14-5 Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester 
• 111194-20-8 ((2R,4S,5R,6R)-2-Methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-oxo-acetic acid 2-trimethylsilanyl-ethyl ester 
• 111194-17-3 Hydroxy-((4S,5R,6R)-2-hydroxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid 2-trimethylsilanyl-ethyl ester 

Relevant academic research and scientific papers

STUDIES RELATED TO THE SYNTHESIS OF (+/-)-PEDERIN. PART 1. SYNTHESIS OF ETHYL PEDERATE AND BENZOYLSELENOPEDERIC ACID.

The first in a series of 2 papers on the synthesis of the insect toxin pederin (1) begins with a discussion of synthesis of the ring A fragments (+/-) pederate (2) and (+/-)-benzoylselenopederic acid (4).A silicon-mediated intramolecular cyclisation of a

The Total Synthesis of (+/-)-Pederin

The conjugate addition of phenylselenomethyl-lithium to the α,β-unsaturated lactone (4) was a key step in a short synthesis of (+/-)-benzoylselenopederic acid (2); union of (2) and (+/-)-benzoylpedamide (3) by a modification of known procedures gave (+/-)-pederin (1).