Solutions_Manual_for_Organic_Chemistry_6th_Ed 455

Solutions_Manual_for_Organic_Chemistry_6th_Ed 455 - 19-32...

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19-32 continued i :0:- ±. . I ( :0: ² :0: t .. I :OH .. •• - Br± '1 .. .. ± R²N=C³´h RµN=C¶O ·¸ R³C¹NºBr ²³ RºC³»²Br ²u ³³ t :0: T :0: -.. I± ´. . iI µ H " .. ´ . . N ³C³OH H ½ Oh 7 ? ¸ :OH¾ RµN: I h + ¿´À - µ¶ R ²N · H I h H h J STereoÁÂemisTry aT a ÁÃIral Áarbon is Lost if tÂe carbon goes tÂroug a planar inTerMediate, e.g±, eiTÂer a ÁarboÁatioÄ or a free radÅcalÆ ¿onfÅguration at a cÂÅÇal Áarbon Áan be iÈverted duÉng substÅtutÅoÄ Êy a nUcleopËile froÌ tÂe side opposiTe tÂe Íeaving groupÎ HoweverÏ wÂen TÂe Áarbon reTaÅÄs all four pairs of electroÄs, as In tÂis hoFÌann rearrangemeÐT, iT reTaiÈs iTs coÄfÅgUratÅoÄÑ
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