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    • 44. 发明授权
    • Chiral, optically active compounds useful as protective groups for
hydroxy, thiol and amino compounds
    • 用作羟基,硫醇和氨基化合物保护基团的手性光学活性化合物
    • US4497960A
    • 1985-02-05
    • US446944
    • 1982-12-06
    • Christian Noe
    • Christian Noe
    • C07D313/06C07B57/00C07D305/14C07D307/93C07D311/94C07D313/16
    • C07D311/94C07C209/88C07C253/34C07C257/06C07C29/92C07C319/12C07C319/28C07D307/93C07B2200/07C07C2102/10Y02P20/55
    • The invention declares new chiral, optically active compounds of the general formula ##STR1## wherein a 5 or 6 membered lactol ring (E), with X and Y meaning (CR.sup.1 R.sup.2).sub.n, with n=0 to 2 and R.sup.1, R.sup.2 =H, lower alkyl or aryl in any combination which does not impair the anomeric selectivity of I in forming acetals, is fused in a stereospecific manner to a bicyclo[2.2.1]heptane ring system, with A,B,C,D meaning H or methyl in any combination, preferably a bornan ring system, and wherein W has the meaning of H, substituted or unsubstituted alkyl or cycloalkyl or the ring system itself, preferably H, and lower alkyl; and in the case of W=H its anhydro compound of the general formula ##STR2## with A,B,C,D,X,Y and n having the same meaning as in the hydrated form, processes for their preparation and use of these new compounds for the protection of --OH, --SH, --NH-- functions, for racemic resolution, for the preparation of optically active imidoester chlorohydrates as well as of optically active esters, for the preparation of optically enriched alcohols and for the preparation of optically active compounds via asymmetric induction.
    • 本发明公开了具有通式(I)的新的手性光学活性化合物,其中具有X和Y的含义为(CR 1 R 2)n,n = 0至2和R 1的5或6元内酰胺环(E) R2 = H,不影响I形成缩醛的异头选择性的任何组合中的低级烷基或芳基以立体特异性方式与双环[2.2.1]庚烷环体系,A,B,C,D 意指任何组合中的H或甲基,优选的是烃基环系,并且其中W具有H,取代或未取代的烷基或环烷基或环系统本身,优选H和低级烷基的含义; 并且在W = H的情况下,其具有与水合形式相同含义的A,B,C,D,X,Y和n的通式为(VIII)的(V)的脱水化合物,其制备方法和 使用这些新化合物保护-OH,-SH,-NH-官能团,用于外消旋拆分,用于制备光学活性亚氨酯类水合物以及光学活性酯,用于制备光学富集的醇, 通过不对称诱导制备光学活性化合物。