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[摘要]：The highly selective base-promoted cyclization of enantiopure sulfinyl dienols affords allylic sulfinyl dihydropyrans. The scope of this methodol., including the prepn. of seven-membered rings, was studied in depth. The reactivity of the sulfinyl dihydropyrans toward oxidn., imination, and dihydroxylation was studied, and several routes to densely functionalized pyrans were outlined. The reactivity of allylic dihydropyranyl sulfones and sulfoximines in SN2' processes with organocuprates was examd. and displacement products were obtained with good regio- and stereoselectivity and fair to good yields. The reactivity of these products to dihydroxylation opened new possibilities to access enantiopure polyhydroxylated tetrahydropyrans that are of interest for the synthesis of natural products. |
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