881920-67-8

Upstream product

• 70737-22-3 ((E)-2-iodoethenyl)(trimethyl)silane 
• 80434-59-9 (1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde 
• 881920-65-6 (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)prop-2-en-1-ol 
• 881920-89-4 (E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)prop-2-en-1-one 

Downstream Products

• 881920-77-0 ((R,E)-1-isocyanato-3-((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)allyl)-trimethylsilane 
• 881920-95-2 (R,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)allyl carbamate 
• 881920-81-6 (9H-fluoren-9-yl)methyl (R,E)-3-((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)-1-(trimethylsilyl)allylcarbamate 
• 1042907-82-3 C₁₆H₃₁N₃Si 
• 1042907-94-7 C₁₆H₃₁N₃Si 

Relevant academic research and scientific papers

Sterically biased 3,3-sigmatropic rearrangement of chiral allylic azides: Application to the total syntheses of alkaloids

(Chemical Equation Presented) We describe a tandem Mitsunobu/3,3- sigmatropic rearrangement of allylic azides on a chiral auxiliary system that favors one regioisomer thanks to its exceptional steric bias. The sequence may be completed by the oxidative cleavage of the auxiliary or by a ring-closing metathesis reaction that produces a carbo-or heterocycle directly and a recyclable form of the chiral auxiliary. Applications of the methodology to the total synthesis of (+)-coniine, (+)-lentiginosin, and (+)-pumiliotoxin C are reported.

Efficient preparation of chiral non-racemic sulfur compounds

p-Menthane-3-carboxaldehyde serves as an efficient chiral auxiliary in the preparation of chiral non-racemic S-alkylthiocarbamates or 5-dithiocarbonates via the 3,3-sigmatropic rearrangement of the corresponding alkylthionocarbamates or xanthates. The tra

Stereocontrolled formation of amino acids and N-heterocycles bearing a quaternary chiral carbon

Stereocontrolled formation of tertiary or quaternary chiral carbons bearing nitrogen was achieved using the [3,3]-sigmatropic rearrangement of cyanate to isocyanate as a key element. A short and highly selective sequence of reactions, starting from p-ment