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                        √–‡∫’¬∫«‘∏’°“√»÷°…“              hydroboration-oxidation ‰¥â “√ D 147 ¡‘≈≈‘°√—¡
                                  3
                  «‘∏’°“√‡μ√’¬¡ “√ D                     (65%) ¥—ß√Ÿª∑’Ë 3
                   “√ D ‡ªìπ “√∑’ˇªìπ‚§√ß √â“ßÀ≈—°¢Õß “√∑’Ë  «‘∏’°“√‡μ√’¬¡ “√∑’ˇ°‘¥®“°ªØ‘°‘√‘¬“„πμ”√—∫¬“

              ‡°‘¥®“°ªØ‘°‘√‘¬“„πμ”√—∫¬“ª√– –‰æ≈∑—Èß 3 ™π‘¥  ª√– –‰æ≈ 3 ™π‘¥
              °“√ —߇§√“–Àå®–„™â 4 ¢—ÈπμÕπ ¥—ßπ’È ªØ‘°‘√‘¬“·√°  „π°“√»÷°…“§√—Èßπ’ȉ¥âπ”‡Õ“ªØ‘°‘√‘¬“ Steglich
                                                                     6
              §◊Õ°“√∑”ªØ‘°‘√‘¬“ aldol condensation √–À«à“ß 3,4-  esterification ¡“„™â„π°“√‡μ√’¬¡ “√∑’ˇ°‘¥®“°
              dimethoxybenzaldehyde °—∫ acetone „π¥à“ß   ªØ‘°‘√‘¬“„πμ”√—∫¬“ª√– –‰æ≈∑—Èß 3 ™π‘¥ ‚¥¬‡ªìπ
              ‰¥â‡ªìπ “√ enone [5] ´÷ËßÀ¡Ÿà§’‚μπ®–∂Ÿ°‡ª≈’Ë¬π‰ª  ªØ‘°‘√‘¬“∑’ˉ¡à„™â§«“¡√âÕπ º≈º≈‘μ¢Õߪؑ°‘√‘¬“¡’
              ‡ªìπÀ¡Ÿà·Õ≈°ÕŒÕ≈å ‚¥¬ NaBH ‰¥â‡ªìπ “√ alco-  §«“¡·πàπÕπ°«à“«‘∏’ acid-catalyzed esterification
                                       4
              hol [6] ®“°π—Èπ “√ alcohol [6] ®–∂Ÿ°‡ª≈’Ë¬π‰ª‡ªìπ  ‚¥¬ “√ D ®–∂Ÿ°π”¡“∑”ªØ‘°‘√‘¬“°—∫ linoleic acid,
              diene [7] À√◊Õ “√ DMPBD ‚¥¬„™âªØ‘°‘√‘¬“ dehy-  oleic acid ·≈– palmitic acid ‚¥¬¡’ “√ 4-dimethyl-
              dration ¢—ÈπμÕπ ÿ¥∑⓬§◊Õ°“√‡μ‘¡À¡Ÿà‰Œ¥√Õ°´’  aminopyridine (DMAP) (1 equivalent) ·≈–

              ≈ßμ√ߪ≈“¬¢Õßæ—π∏–§Ÿà ´÷ËßμâÕßÕ“»—¬ªØ‘°‘√‘¬“  N,N(-dicyclohexyl-carbodiimide (DCC) (1.2
              hydroboration ‚¥¬„™â 9-BBN ·≈–ÕÕ°´‘‰¥´å¥â«¬  equivalent) ‡ªìπ “√‡√àߪؑ°‘√‘¬“ ·≈–∑”ªØ‘°‘√‘¬“„π

              H O „π¥à“ß ®–∑”„À≥⠓√ D À√◊Õ compound D  dichloromethane ‡ªìπ‡«≈“ 24 ™—Ë«‚¡ß¿“¬„μâ
               2 2
               “√≈–≈“¬¢Õß DMPBD 221 ¡‘≈≈‘°√—¡ ∑”ªØ‘°‘√‘¬“  ∫√√¬“°“»¢Õß°ä“´‰π‚μ√‡®π∑’ËÕÿ≥À¿Ÿ¡‘ÀâÕß




































                                          √Ÿª∑’Ë 3 °√–∫«π°“√ —߇§√“–Àå “√ D
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