药用天然产物全合成四川大学博士考试(编辑修改稿)

药用天然产物全合成四川大学博士考试(编辑修改稿)内容摘要：

HH NOO HNM eNM e O O A cO HC O O M eHC O O M eNHN+C O O M eNM eNM e O O A cO HC O O M eHO HV i n b l a s t i n eH2/ P d / CSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 N+HNO T sO T F AE tN sC O O M eNM eNM e O O A cO HC O O M eHV i n d o l i n eHBNHNO T sO T F AE tN sM e O O CNM eNM e O O A cO HC O O M eHSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 N+HNO T sO T F AE tN sM e O O CO T B D P SE tO M eOONB o cO HT H P ON C SO T B D P SE tO T E SO M eOT M S O+E t C O O HO H CO T B D P SE tSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 E t C O O H E tNOO B nON CNOO B nOE tN CO HE tN CO T B D P SE tO H CO T B D P SE tP i v C lH NOB nOB u L iOC lC N( OiP r ) T i C l3iP r2N E t2N a B H4T B D P S C lI m i d a z o l e D M F D I B A L HT B D M S C lT M S C l / T E S C lC lOC lOSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 O H CO T B D P SE tO T B D P SE tNH OO T B D P SE t+ NOO T B D P SE tNOO T B D P SE tOO HO T B D P SE tO HOON H2O H N a C l O1 , 3 d i p o l a rD i e l s A l d e rZ n / A c O Hm C P B AB a e y e r V i l l i g e rO T B D P SE tO HOO s e l e c t i v i t ySynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 O T B D P SE tO HOOM e O HK2C O3O T B D P SE tO HM e OOH O T E S C lI m i d a z o l e D M FO T B D P SE tO T E SM e OOH OO T B D P SE tO T E SM e OOT M S OT M S C lI m i d a z o l e D M FSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 O T B D P SE tO T E SO M eOT M S OH ON C SOT s O HT H P ON C ST H P ONHSO T B D P SE tO T E SO M eOT M S ONHO T H PO T B D P SE tO T E SO M eOT M S O+L D AN L iT H P ONR.T H P ONR.H.O T B D P SE tO T E SO M eOT M S ONB o cO T H PB o c2OD M A PE t3NOOOOONNOOC lP hB u3S n HSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 O T B D P SE tO HO M eOH ONB o cO HO T B D P SE tO T E SO M eOT M S ONB o cO T H PA c O HT s C lB u2S n OE t3NO T B D P SE tO T sO M eOH ONB o cO T sN a H C O3D M FO T B D P SE tO M eOONB o cO T sSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 O T B D P SE tO M eOONB o cO HN s N H2D E A DP P h3O T B D P SE tO M eOONB o cN H N sO2N SOON H2OON NOOE tE tM i t s u n o b u r e a c t i o nK2C O3NB o cNO T B D P SO HE tN sC O O M eT F ANHNO HO HE tN sC O O M eT s C lNHNO T sO HE tN sC O O M eSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 O T B D P SE tO M eOONB o cO HN s N H2D E A DP P h3O T B D P SE tO M eOONB o cN H N sO2N SOON H2OON NOOE tE tM i t s u n o b u r e a c t i o nK2C O3NB o cNO T B D P SO HE tN sC O O M eT F ANHNO HO HE tN sC O O M eT s C lNHNO T sO HE tN sC O O M eMitsunobu Reaction Synthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 NHNO T sO HE tN sC O O M eT F A AP r i d i n eNHNO T sO T F AE tN sC O O M et B u O C lNHNO T sO T F AE tN sC O O M eC lC l+N+HNO T sO T F AE tN sC O O M eT F ANM eNM e O O A cO HC O O M eHV i n d o l i n eHBNHNO T sO T F AE tN sM e O O C+NM eNM e O O A cO HC O O M eHSynthesis of Vinblastine T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137 NHNO T sO T F AE tN sM e O O CNM eNM e O O A cO HC O O M eHE t3N / M e O HNHNO T sO HE tN sM e O O CNM eNM e O O A cO HC O O M eHH SO HD B UNNNHNHO T sO HE tM e O O CNM eNM e O O A cO HC O O M eHN a H C O 3NHNM e O O CNM eNM e O O A cO HC O O M eHH OE tSynthesis of Vindole NM eNM e O O A cO HC O O M eHV i n d o l i n eAlbert Padwa et al. Organic Lett. 2020, Aug. ASAP D. Boger et al. J. Am. Chem. Soc. 2020, 124, 11292。 T. Fukuyama et al. J. Am. Soc. Chem. 2020, 124, 2137。 M. E. Kuehne et al. J. Org. Chem. 1987, 52, 347。 H. Repoport et al. J. Am. Chem. , 109, 1603。 G. Buchi et al. J. Am. Chem. Soc. 1975, 97, 6880 Synthesis of Vindole Albert Padwa et al. Organic Lett. 2020, Aug. ASAP N2NM eNM e O OOC O O M eO3 + 2NM eNM e OOC O O M eHOV i n d o l i n eONM eNM e O OOC O O M eOON2R h ( I )OSynthesis of Vindole D. Boger et al. J. Am. Chem. Soc. 2020, 124, 11292 NONNOO B nC lC l1 8 0 0C4 + 2 N2NM eNM e O O B nOC O O M eONNC O O M eNM eNM e O O B nOC O O M eO3 + 2NM eNM e O O B nOC O O M eHOV i n d o l i n eNM eM e OSynthesis of Vindole M. E. Kuehne et al. J. Org. Chem. 1987, 52, 347 NHN HC O O M eOO HC lHHM e O+NHNC O O M eM e OO HNHM e ONO HC O O M eHNHM e ONC O O M eHP P h3/ C C l4( P h S e )2ONHM e ONC O O M eHO HNHM e ONC O O M eHO HOm C P。