Tandem condensation of chiral α -alkoxy and α,β-dial-koxy aldehydes with allylic sulphinyl anion, and thiophile promoted desulphurization of the resulting α-substituted allylic sulphoxide afford (E)-5-alkoxy-(or 5,6-dialkoxy)-2--alkene-1, 4-diols, advanced polyols precursors, the major stereochemical path occuring via a Felkin-Ahn (non chelation control) mode.

STEREOSELECTIVE SYNTHESIS OF POLYOLS PRECURSORS BY ALLYL SULFINYL ANION ADDITION TO CHIRAL ALKOXY ALDEHYDES / R. ANNUNZIATA, M. CINQUINI, F. COZZI, L. RAIMONDI, S. STEFANELLI. - In: TETRAHEDRON. - ISSN 0040-4020. - 42:19(1986), pp. 5451-5456. [10.1016/S0040-4020(01)82096-2]

STEREOSELECTIVE SYNTHESIS OF POLYOLS PRECURSORS BY ALLYL SULFINYL ANION ADDITION TO CHIRAL ALKOXY ALDEHYDES

R. ANNUNZIATA;M. CINQUINI;F. COZZI;L. RAIMONDI;
1986

Abstract

Tandem condensation of chiral α -alkoxy and α,β-dial-koxy aldehydes with allylic sulphinyl anion, and thiophile promoted desulphurization of the resulting α-substituted allylic sulphoxide afford (E)-5-alkoxy-(or 5,6-dialkoxy)-2--alkene-1, 4-diols, advanced polyols precursors, the major stereochemical path occuring via a Felkin-Ahn (non chelation control) mode.
Settore CHIM/06 - Chimica Organica
TETRAHEDRON
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/187210
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