SHORT AND STEREOCONTROLLED CYCLIC POLYGLYCEROLS SYNTHESIS USING BF3 center dot OEt2 MEDIATED INTRAMOLECULAR EPOXIDE-OPENING REACTION

[摘要]：We developed a new method for the stereocontrolled synthesis of cyclic oligoglycerols. Optically pure solketal and epichlorohydrin were coupled with allyl alcohol under aqueous basic conditions to construct a linear triglycerol skeleton. After subsequent steps, the epoxy alcohol (7) obtained was treated with a catalytic amount of BF3 center dot OEt2 in CH2Cl2 to produce in a high yield of the desired cyclic triglycerol through a regioselective, intramolecular epoxide ring-opening reaction.

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