Abstract

Treatment of the phosphoramidite { myo-C 6H 6-2-[OC(O)Ph]-1,3,5-(O 3CH)-4,6-(O 2P-NH- i-Pr)} with o-chloranil affords the first example of inositol-based pentacoordinate phosphorane { myo-C 6H 6-2-[OC(O)Ph]-1,3,5-(O 3CH)-4,6-(O 2P-NH- i-Pr)(1,2-O 2C 6Cl 4)} ( 9) (X-ray structure) with a trigonal bipyramidal geometry at phosphorus. The six-membered 1,3,2-dioxaphosphorinane ring with the inositol residue has an unusual boat conformation in 9 which is quite different from that found in unrestrained rings investigated before, but is similar to that of its P III chloro precursor { myo-C 6H 6-2-[OC(O)Ph]-1,3,5-(O 3CH)-4,6-(O 2PCl)} (X-ray structure). Also, a convenient and chromatography-free procedure for the protected myo-inositol derivative { myo-C 6H 6-2-[OC(O)Ph]-1,3,5-(O 3CH)-4,6-(OH) 2} is reported.

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