Organic Letters p. 3471 - 3474 (2003)
Update date:2022-09-26
Topics:
Stratakis, Manolis
Kalaitzakis, Dimitris
Stavroulakis, Dimitris
Kosmas, Giannis
Tsangarakis, Constantinos
(Equation presented) The ene reaction of singlet oxygen with chiral trisubstituted alkenes bearing an alkyl and a phenyl group at the stereogenic center is erythro diastereoselective in solution and threo diastereoselective if carried out within zeolite Na-Y. The change of the diastereoselection trend by zeolite confinement is attributed to a synergism of steric effects and cation-π interactions.
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