Tetrahedron letters

The formation of open-chain thioesters in the reaction of 2-lithio-2-methyl-and 2-lithio-2-phenyl-1, 3-dithiane with chlorodiphenylphosphane followed by oxidation

…, N Sánchez, R González, M Salas, E Barragán

Index: Gordillo, Barbara; Dominguez, Zaira J.; Sanchez, Noe; Gonzalez, Ricardo; Salas, Magali; Barragan, Efrain Tetrahedron Letters, 2003 , vol. 44, # 28 p. 5293 - 5297

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Citation Number: 5

Abstract

The unexpected formation of open-chain thioesters (3) and (6) from the reaction of 2-lithio-r- 2-t-4-t-6-trimethyl (1-Li) and 2-lithio-r-2-phenyl-t-4-t-6-dimethyl-1, 3-dithiane (4-Li), respectively, with chlorodiphenylphosphane followed by oxidation was observed instead of the anticipated gem-derivatives. The X-ray diffraction analysis of (6) and the trapped intermediate (10) confirmed the structure and the proposed mechanism of formation of the ...