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    • 10. 发明公开
    • REAGENTS FOR ASYMMETRIC ALLYLATION, ALDOL, AND TANDEM ALDOL AND ALLYLATION REACTIONS
    • 重新设计FÜRDIE不对称ALLYLIERUNG,ALDOL UND TANDEM-ALDOL- UND ALLYLIERUNGSREAKINGEN
    • EP1480988A4
    • 2006-03-29
    • EP03716252
    • 2003-03-03
    • UNIV COLUMBIA
    • LEIGHTON JAMES LKINNAIRD JAMESWANG XIAOLUN
    • C07C29/38C07C33/14C07C33/20C07C41/30C07C41/56C07C43/178C07C43/23C07C241/02C07C241/04C07C243/28C07C243/32C07F7/02C07F7/04C07F7/08C07F7/10C07F7/12C07F7/18
    • C07C403/08C07B2200/07C07C29/38C07C41/30C07C43/1787C07C43/23C07C241/04C07C2601/14C07F7/045C07F7/12C07F7/122C07F7/1836C07F7/1868C07F7/1876C07F7/188C07C243/28C07C33/48C07C33/03C07C33/14C07C33/26C07C33/30
    • A new class of reagents and method of use of the reagents in the reaction of the reagents with electrophilic compounds. The invention in one embodiment is directed to a method for the formation of an alcohol of the formula (I). The method includes reacting a reagent of the formula (II). with an aldehyde of the formula R10CHO to form the alcohol. X3 is one of O and C(R4)(R5). Each of X1 and X2 is independently O or N-R. Each of Ca and Cb is independently an achiral center, an (S) chiral center or an (R) chiral center. Ra and Rb are (i) each independently C1-10 alkyl, C6-10 aryl or C3-9 heteroaryl, or (ii) taken together to form a C3-C4 alkylene chain which together with Ca and Cb forms a 5-membered or 6-membered aliphatic ring. Rc and Rd are each independently hydrogen, C1-10 alkyl, C6-10 aryl or C3-9 heteroaryl. R is C1-10 alkyl, C6-10 aryl or C3-9 heteroaryl. Each of R1, R2, R3, R4, R5 is independently hydrogen, C1-C10 alkyl, C6-10 aryl, C3-9 heteroaryl, C1-10 alkoxy, C6-10 aryloxy, C1-10 dialkylamino, C1-10 alkyl-C6-10 arylamino, C1-10 diarylamino, or halogen. R6 is halogen, hydrogen, C1-10 alkyl, C6-10 aryl, C3-9 heteroaryl, C1-10 alkoxy, C6-10 aryloxy, C1-10 alkyl-C6-10 arylamino, C1-10 diarylamino, OSO2CF3 or SR. R10 may be C1-10 alkyl, C6-10 aryl, or C3-9 heteroaryl.
    • 一类新型试剂和试剂在亲电子化合物反应中的使用方法。 在一个实施方案中,本发明涉及形成式(I)的醇的方法。 该方法包括使式(II)的试剂与式R 10 CHO的醛反应以形成醇。 X3是O和C(R4)(R5)之一。 X1和X2各自独立地为O或N-R。 Ca和Cb各自独立地是非手性中心,(S)手性中心或(R)手性中心。 R a和R b分别为(i)各自独立地为C 1-10烷基,C 6-10芳基或C 3-9杂芳基,或(ii)一起形成C 3 -C 4亚烷基链,其与Ca和Cb一起形成5元或 6元脂肪环。 R c和R d各自独立地为氢,C 1-10烷基,C 6-10芳基或C 3-9杂芳基。 R是C 1-10烷基,C 6-10芳基或C 3-9杂芳基。 R 1,R 2,R 3,R 4,R 5各自独立地为氢,C 1 -C 10烷基,C 6-10芳基,C 3-9杂芳基,C 1-10烷氧基,C 6-10芳氧基,C 1-10二烷基氨基,C 1-10烷基 - C6-10芳基氨基,C1-10二芳基氨基或卤素。 R6是卤素,氢,C1-10烷基,C6-10芳基,C3-9杂芳基,C1-10烷氧基,C6-10芳氧基,C1-10烷基-C6-10芳基氨基,C1-10二芳基氨基,OSO2CF3或SR。 R 10可以是C 1-10烷基,C 6-10芳基或C 3-9杂芳基。