Plamondon, Samuel J.; Warnica, Josephine M.; Kaldre, Dainis; Gleason, James L. published the artcile< Hydrazide-Catalyzed Polyene Cyclization: Asymmetric Organocatalytic Synthesis of cis-Decalins>, Product Details of C9H10O2, the main research area is hydrazide polyene enantioselective diastereoselective cyclization catalyst; decalin stereoselective preparation; asymmetric catalysis; cis-decalin; hydrazide; organocatalysis; polyene cyclization.
Polyene cyclizations offer rapid entry into terpenoid ring systems. Although enantioselective cyclizations of (E)-polyenes to form trans-decalin ring systems are well precedented, highly enantioselective cyclizations of (Z)-polyenes to form the corresponding cis-decalins have not been reported. Here, we describe the first application of iminium catalysis to the initiation of polyene cyclizations. Et 1,2-diazepane-1-carboxylate catalyzes the cyclization of polyenes bearing enal initiators. Moreover, chiral bicyclic hydrazides catalyze the cyclizations of (Z)-polyene substrates to form cis-decalins with enantioselectivities of up to 97:3 er. DFT calculations suggest the catalysts promote the reaction by stabilizing pos. charge as it develops during the bicyclization.
Angewandte Chemie, International Edition published new progress about Bicyclization. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Product Details of C9H10O2.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem