The stereoselective introduction of an allylic alcohol function into chiral aldehydes is readily achieved by sequential condensation of aldehydes with an allylic sulphinyl anion and thiophile-promoted desulphurization of the resulting α-substituted allylic sulphoxides.
CRAM-SELECTIVE ADDITION OF ALPHA-ALLYL SULFINYL ANION TO CHIRAL ALDEHYDES - SYNTHESIS OF (E)-1,4-DIHYDROXYALK-2-ENES / R. ANNUNZIATA, M. CINQUINI, F. COZZI, L. RAIMONDI. - In: JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS. - ISSN 0022-4936. - :4(1986), pp. 366-367.
CRAM-SELECTIVE ADDITION OF ALPHA-ALLYL SULFINYL ANION TO CHIRAL ALDEHYDES - SYNTHESIS OF (E)-1,4-DIHYDROXYALK-2-ENES
R. ANNUNZIATAPrimo
;M. CINQUINISecondo
;F. COZZIPenultimo
;L. RAIMONDIUltimo
1986
Abstract
The stereoselective introduction of an allylic alcohol function into chiral aldehydes is readily achieved by sequential condensation of aldehydes with an allylic sulphinyl anion and thiophile-promoted desulphurization of the resulting α-substituted allylic sulphoxides.
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