Solutions_Manual_for_Organic_Chemistry_6th_Ed 320

Solutions_Manual_for_Organic_Chemistry_6th_Ed 320 - 1 4-4 1...

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14-4 1 continued (c) (d) t HBr, ROOR ±e) Hg(OAc)z NabH4 -±- - . . BH3 Th ± ³r ´aO C H 3 ± OH 14±42 In tµe f¶rst sequence, no ·ond is ·roken to tµe cµ¶¸¹l center, so tµe conf¶gur¹t¶on of tµe producº is t»E s¹me ¹s tµe conF¶guratio¼ of t½e st¾¿t¶ng m¹teÀ¹l. H [Á] = ² 8.24° (Assume tµe eùnt¶omer sµown is levorotato¿yÄ) Na ³ ±CH2Ch = ² 15²6³ Ån tµe second react¶on sequence, µowever, ·onds to tµe cµ¶r¹l c¹r·on ¹re ·roke¼ twiceÆ so tµe stereocµem¶stry of eacµ process must ·e cons¶deredÇ 0 - • • Ii H O CÈ-S . ²
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