Functionalized Chromans and Isochromans via a Diastereoselective Pd(0)-Catalyzed Carboiodination
David A. Petrone
Hasnain A. Malik
Antonin Clemenceau
Mark Lautens
10.1021/ol302111y.s003
https://acs.figshare.com/articles/dataset/Functionalized_Chromans_and_Isochromans_via_a_Diastereoselective_Pd_0_Catalyzed_Carboiodination/2484817
A diastereoselective approach to isochromans and chromans via Pd(0)-catalyzed carboiodination is reported. The transformations using this methodology display excellent yields and diastereoselectivities as well as broad functional group compatibility. The selectivity observed in these cyclizations, forming isochroman or chroman targets, is postulated to originate from the minimization of A<sup>1,2</sup> strain and axial–axial interactions, respectively. This method has also been used to highlight the concept of reversible oxidative addition to carbon–iodine bonds in polyiodinated substrates.
2012-09-21 00:00:00
diastereoselective
concept
polyiodinated substrates
Functionalized Chromans
methodology display
strain
Pd
CarboiodinationA
group compatibility
diastereoselectivitie
cyclization
approach
transformation
carboiodination
chroman targets
minimization
Isochroman
selectivity
Diastereoselective
interaction
yield
oxidative addition
isochroman
bond