Journal
TETRAHEDRON LETTERS
Volume 41, Issue 49, Pages 9613-9616Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)01718-4
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Titanium enolates of 3,4-dienoates 3 were formed by treatment with LDA and Cp2TiCl2 and oxidized with dimethyl dioxirane to furnish the allenic hydroxyesters 4 with up to 90% diastereoselectivity. Smooth cyclization to the functionalized 2,5-dihydrofurans 5 was accomplished with complete axis to center chirality transfer by treatment with HCl gas in chloroform. (C) 2000 Elsevier Science Ltd. All rights reserved.
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