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2004
Ring closure reactions
O 0130
SmI2-Mediated 3-exo-Trig Cyclization of δ-Oxo-α,β-Unsaturated Esters to Cycloand Derivatives. — Depending on the substituent R, trans-cyclopropanes
47- 031 propanols
and/or lactones are formed by treatment of the title esters. The results of the cyclizations
of aldehydes (Ih) and (IVh), published in a preliminary communication, are reinvestigated. The exclusive anti selectivity of these cyclizations is found to be erroneous and
actually mixtures of cyclopropanols and lactones are formed. —
(BEZZENINE-LAFOLLEE, S.; GUIBE*, F.; VILLAR, H.; ZRIBA, R.; Tetrahedron
60 (2004) 32, 6931-6944; Lab. Catal. Mol., Inst. Chim. Mol. Orsay, CNRS, Univ.
Paris-Sud, F-91405 Orsay, Fr.; Eng.) — Klein
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