Taleb, Assya; Lahrech, Mokhtar; Hacini, Salih; Thibonnet, Jerome; Parrain, Jean-Luc published an article in 2019, the title of the article was RCM vs Oxacycloisomerization through Divergent Reactivity of Dienyl- or Ynenylcycloalkanols using Grubbs Catalyst: an Access to Carbobicycles and Fused Bicyclic Dihydrofurans.Electric Literature of 10472-24-9 And the article contains the following content:
Starting from simple cyclic 1,3-ketoesters like methyl-1-allyl-2-oxocyclopentane-1-carboxylate, ethyl-1-allyl-2-oxocycloheptane-1-carboxylate and ethyl-2-oxo-1-(prop-2-ynyl)cyclohexane-1-carboxylate, etc. a three-step sequence including allylic or propargylic allylation, 1,2-addition reaction of functional Grignard reagent and alkylidene ruthenium-catalyzed cyclization yields to carbobicycles I (R = Me, Et; Q = (CH2)n, n = 1, 2, 3; Y = (CH2)m, m = 0, 1, 2) and/or bicyclic dihydrofurans II (R = Me, Et; Q = (CH2)n, n = 1, 2, 3; Y = (CH2)m, m = 0, 1, 2) or III (R = Me, Et; Q = (CH2)n, n = 1, 2, 3; Y = (CH2)m, m = 0, 1, 2) depending on the nature of theinsatn. (diene or enyne). If the classical ene-ene ring closing metathesis is observed with dienyl substituents IV (R1 = vinyl), similar enynes IV (R1 = ethynyl) led to enyne ring closing metathesis or oxacycloisomerization products depending on the chain length. In the case of ene-yne systems with appropriate longer carbon chains, under the same conditions, metathesis reactions give access to bicyclic dihydrofurans through oxacycloisomerization, demonstrating that it is possible to orient the activity of the Grubbs reagent. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Electric Literature of 10472-24-9
The Article related to carbobicycle preparation, dienyl cycloalkanol cyclization grubbs catalyst, bicyclo dihydrofuran preparation diastereoselective, diynenyl cycloalkanol cyclization grubbs catalyst, enynyl cycloalkanol cyclization grubbs catalyst and other aspects.Electric Literature of 10472-24-9
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