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Solutions_Manual_for_Organic_Chemistry_6th_Ed 464

Solutions_Manual_for_Organic_Chemistry_6th_Ed 464 - a...

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19-50 In this problem, sodium triacetoxyborohydride will be represented as Na(AcOhBH. (a) /'. .. . /'. .. . TsCI /'. .. . /'. .. . K CN /'. .. . /'. .. . 1 ) LiAIH4 /'. .. . /'. .. . _ NH 2 / .. .. .., - O H -- - / .. .. .., - OTs -- - / .. .. .., - CN .. / .... .., .. .. .., pyridine 2) H20 H ( b ) OH PCC --- O C H 3 N H2 NHCH3 .. (c) OH O H TsCI - pyridine c r03 .. H 2 S 0 4 H20 Na(AcOhBH OTs NH 3 N H2 ./"- -./ N a(AcOhBH /"'--. ../ II + N H 2 I o HN� (ACOhBH 0 /"'- -. ../ I I I CH3-CH
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Unformatted text preview: ( a ´a±' " µCh2±h C ¶ h (e¿ ACh2·¸Ch2C¸2Ch] ¹Ch3 I ³ Kn04 ± ± COO² o · ± V Pv ¶Ç(AcOHB² ´ º n h2 from (c¿ o " I -¸? I n » 2 ¼COCI ½¾¶ N²3 j Èr2 NaO² ·¿ n ±2 À n » 2 à ²CÉ 0 ± (i 0 ² Cµ I • . ¹ÊCÊ3 HNO] I • ¹ ²2SO4 znË[g J y . ²CÌ . Í O² ° ²ÎCR4 SOCµ2 . Á CI ClemMensen NÏ2 reduÐes boÑÒ N 2 459...
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