Synthetic Strategies Directed Towards 5a‐Carbahexopyranoses and Derivatives Based on 6‐endo‐trig Radical Cyclizations
作者： Ana M. Gómez , Clara Uriel , Maria D. Company , J. Cristóbal López
关键词:
摘要: Several synthetic strategies directed towards 5a-carbahexopyranoses and based on 6-endo-trig radical cyclization of unsaturated carbohydrate derivatives have been devised. Three elements for regiocontrol to optimize the 6-endo/5-exo ratio incorporated, their efficiencies in directing 6-endo cyclizations evaluated. These – namely: i) incorporation a substituent at C-5 (radical numbering), ii) use vinyl (rather than alkyl) radical, iii) inclusion ring strain system proved useful when used combination. The simultaneous presence two them also results selectivity. On another topic, ozonation ensuing alkenylstananes afford diols seems be tin-oxygen rearrangement, similar that reported related vinylsilanes, rather remarkable stabilities tin-containing primary ozonides as we had previously suggested.
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