Oxyfunctionalization of Alkenes by Dye-Sensitized Intrazeolite Photooxygenation

Author: Stratakis, Manolis

Source: Current Organic Synthesis, Volume 2, Number 2, April 2005 , pp. 281-299(19)

Publisher: Bentham Science Publishers

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Abstract:

This review focuses on the recent achievements towards the selective formation of allylic hydroperoxides by the reaction of singlet molecular oxygen (1O2) with alkenes adsorbed in the cavities of zeolite Na-Y. The product distribution by zeolite confinement is often dramatically different compared to the photooxygenation reaction in a homogeneous medium. Cation - pgr

interactions and cation - singlet oxygen interactions, in the rate-limiting transition states, are most likely responsible for the changes in product selectivity within Na-Y.

Keywords: singlet oxygen; allylic hydroperoxides; regioselectivity; diastereoselectivity; zeolite na-y; cation interactions

Document Type: Review article

DOI: http://dx.doi.org/10.2174/1570179053545387

Affiliations: 1: Department of Chemistry, University of Crete, 71409 Iraklion, Greece.

Publication date: 2005-04-01

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Current Organic Synthesis publishes in-depth reviews on all areas of synthetic organic chemistry i.e. asymmetric synthesis, organometallic chemistry, novel synthetic approaches to complex organic molecules, carbohydrates, polymers, protein chemistry, DNA chemistry, supramolecular chemistry, molecular recognition and new synthetic methods in organic chemistry. The frontier reviews provide the current state of knowledge in these fields and are written by experts who are internationally known for their eminent research contributions. The journal is essential reading to all synthetic organic chemists. Current Organic Synthesis should prove to be of great interest to synthetic chemists in academia and industry who wish to keep abreast with recent developments in key fields of organic synthesis.