Cyril Mahaim

Iron carbonyl complexes of 2,3,5,6-tetrakis(methylene)-7-oxabicyclo[2.2.1]heptane. Crystal and molecular structure of (C10H10O)Fe(CO)3 and (C9H10CO)Fe2(CO)6

The reaction of 2,3,5,6-tetrakis(methylene)-7-oxabicyclo[2.2.1]heptane (I) with iron carbonyls in various solvents yields the (η 4 -1,3-diene)Fe(CO) 3 isomers (II: exo ; III: endo ) and the bimetallic isomers bis[(η 4 -1,3-diene)Fe(CO) 3 ] (IV: bis( exo ); V: endo,exo ). In weakly coordinating solvents, a parallel rearrangement of I occurs through CO bond cleavage of the allylic ether by Fe 2 (CO) 9 yielding an unsaturated ketone (VI) bonded to two Fe(CO) 3 groups through a trimethylenemethane and a 1,3-diene system, respectively. The geometries of III and VI have been ascertained by X-ray crystal structure determinations.

Stereoselectivity of the Diels-Alder additions of exocyclic dienes grafted onto bicyclo[2.2.n]alkanes

Note: Univ lausanne,inst chim organ,ch-1005 lausanne,switzerland. Reference LGSA-ARTICLE-1980-011doi:10.1016/S0040-4039(00)77436-3 Record created on 2005-11-09, modified on 2017-05-12

Interactions between Homoconjugated Diene and Epoxide Functions - Effect on Diels-Alder Regioselectivity

Unexpected regioselectivities were observed for the Diels-Alder additions of 5exo,5endo- and 5endo,5exo-(epoxymethano)2,3-bis(methylene)bicyclo[2.2.1]heptanes and of 5exo,5endo- and 5endo,5exo-(epoxymethano)-2,3,6-tris(methylene)-7-oxabicyclo[2.2.1]heptanes.