| 摘要 |
A novel synthesis of compounds having the formula: <IMAGE> wherein T is a stabilizing spiro-linked polycycloalkylidene group, R3 is a C1-C20 alkyl, aralkyl or heteroatom containing group, Y is an aromatic fluorescent chromophore, and Z is a cleavable group which, when cleaved, induces decomposition of the dioxetane ring and emission of optically detectable light, is disclosed. A tertiary phosphorous acid alkyl ester of the formula: (R1O)3P wherein R1 is a lower alkyl group, is reacted with an aryl dialkyl acetal produced by reacting a corresponding aryl aldehyde with an alcohol of the formula: R3OH wherein R3 is as defined above, to produce a 1-alkoxy-1-arylmethane phosphonate ester of the formula: <IMAGE> reacting the phosphonate with base to produce a phosphonate-stabilized carbanion, reacting the carbanion with a ketone of the formula: T=O wherein T is as defined above, to produce an enol ether of the formula: <IMAGE> then oxygenating the double bond in the enol ether to give the corresponding 1,2-dioxetane compound.
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