124018-57-1

Upstream product

• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 
• 123903-02-6 Tricyclo<6.2.1.0^2,6>undeca-2,5,9-trien 
• 114655-40-2 (3-exo/endo)-Tricyclo<6.2.1.0^2,6>undeca-2(6),9-dien-3-ol 
• 124018-51-5 C₁₂H₁₄O₃ 
• 58228-96-9 tetracyclo[6.3.0.0^4,11.0^5,9]undec-6-en-2-one 
• 114655-37-7 C₁₁H₁₄O₂ 
• 114655-38-8 C₁₂H₁₆O₄S 
• 114655-36-6 C₁₂H₁₄O₃ 
• 124018-53-7 9-Methylsulfonyltetracyclo<6.2.1.0^2,6.0^5,10>undecan-3-on 
• 124018-52-6 C₁₁H₁₄O₂ 
• 123903-01-5 Tricyclo<6.2.1.0^2,6>undeca-2,9-dien-3-on 

Relevant academic research and scientific papers

Synthesis and Face Selective Diels-Alder-Reaction of Homodehydroisodicyclopentadiene

Under alkaline conditions the mesylate 6c, obtained from the tetracyclic ketone 6b fragments into the enone 8a.The latter is transformed via alcohol 9 into the homodehydroisodicyclopentadiene 3 and via tosylhydrazone 8b into the triene 4.Cyclopentadiene 3 reacts with a series of non-acetylenic dienophiles from the sterically less hindered side to give the products 14 - 17.Acetylenic dienophiles yield the adducts 19 - 22 in a 1:1 ratio.The UV and PE spectra of triene 4 are discussed.

SYNTHESE UND DIELS-ALDER-REAKTIONEN VON HOMODEHYDROISODICYCLOPENTADIEN

Tetracyclic compound 6 is converted via a series of carbeniumion rearrangements to 7a.This ketone serves as starting material for the synthesis of cyclopentadiene derivatives 4 and 5. 4 forms Diels-Alder products preferentially from its exo face.