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. AnnunziataPrimo
;M. CinquiniSecondo
;F. Cozzi;L. RaimondiPenultimo
;
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.
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