Toward an analogue of the transition state of preD3-D3 isomerization: stereoselective synthesis of linearly fused 6-8-6 carbocyclic systems.
[reaction: see text] A stereoselective synthesis of 6-8-6 fused carbocyclic systems based on enol alkylation, ketone allylation, RCM, and Heck cyclization was developed to obtain compounds with a carbon framework that mimics the putative transition structure of the isomerization of previtamin D3 to vitamin D3.
Codesido
Eva M
EM
Departamento de Química Orgánica e Unidade Asociada ó C.S.I.C., Facultade de Química, Universidade de Santiago, 15782 Santiago de Compostela, Spain.
Rodríguez
J Ramón
JR
Castedo
Luis
L
Granja
Juan R
JR
D002762:Cholecalciferol / Q000031:analogs & derivatives* / Q000737:chemistry*; D007202:Indicators and Reagents; D007536:Isomerism; D008958:Models, Molecular; D010084:Oxidation-Reduction; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D013237:Stereoisomerism
D007202:Indicators and Reagents; D011084:Polycyclic Aromatic Hydrocarbons; D002762:Cholecalciferol; C025168:previtamin D(3)