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- W2887797849 abstract "Abstract Most of the strategies for the synthesis of 6,8‐dioxabicyclo[3.2.1]octanes (BCO) and cyclopentenols (CP), which show high biological and pharmaceutical activity, are multistage and/or require hardly accessible starting materials and catalysts. The general method for BCO and CP preparation in a single preparative stage from two simple reagents, ketones and acetylene, under the action of an available super‐basic catalytic system KOH/DMSO becomes promising for the development of general approaches to the design of these classes of biologically active compounds. The mechanism of competing reactions yielding both 7‐methylene‐6.8‐dioxabicyclo[3.2.1]‐octanes and functionalized cyclopentenoles from their common intermediate 1,5‐diketones and acetylene in the KOH/DMSO superbasic media is investigated using the B2PLYP/6‐311++G**//B3LYP/6‐31+G* calculations with particular attention to the diastereoselectivity aspects of individual stages." @default.
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- W2887797849 date "2018-08-13" @default.
- W2887797849 modified "2023-09-30" @default.
- W2887797849 title "Two classes of heterocycles-6,8-dioxabicyclo[3.2.1]octanes and cyclopentenols from the same reagents: A quantum-chemical comparison of mechanism" @default.
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- W2887797849 doi "https://doi.org/10.1002/qua.25689" @default.
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