REACTION OF 3-ZIRCONA-1-CYCLOPENTENES AND ZIRCONACYCLOPENTANES WITH ALDEHYDES - A SELECTIVE AND CONVENIENT SYNTHESIS OF 4-PENTEN-1-OLS, (Z)-5-IODO-4-PENTEN-1-OLS, AND RELATED ALKANOLS
C. Coperet et al., REACTION OF 3-ZIRCONA-1-CYCLOPENTENES AND ZIRCONACYCLOPENTANES WITH ALDEHYDES - A SELECTIVE AND CONVENIENT SYNTHESIS OF 4-PENTEN-1-OLS, (Z)-5-IODO-4-PENTEN-1-OLS, AND RELATED ALKANOLS, Tetrahedron letters, 35(5), 1994, pp. 695-698
3-Zircona-1-cyclopentenes and zirconacyclopentanes react with aldehyde
s at or below 25 degrees C to give the corresponding carbonyl addition
products, i.e., 7-membered oxazirconacycles, which can be readily con
verted to the corresponding alcohols via protonolysis and 5-iodoalcoho
ls via iodinolysis; the latter product can be further converted to 7-m
embered lactones via Pd-catalyzed carbonylation.