(I) are provided, in which formula R1 is C1-C3-alkyl and C7-C11-arylalkyl, R2 is C1-C8-alkyl, C3-C7- cycloalkyl or C7-C11-arylalkyl, or R1 and R2 form (CH2)n in which n=3 or 4 and Ar is naphthyl, anthryl or phenanthryl which can be substituted by 1-3 substituents selected from the group including halogen, C1-C6-alkyl, C6-C10-aryl, and -alkoxy. Also provided is optically active beta-aminoalcohol derivatives with general formula II: R1 (II), where R2, R2, n and Ar are the same as defined above on condition that, when Ar is naphthyl, C1-C8 is not R1-alkyl or when Ar is phenanthryl, R2 and (CH2)3 do not form . Methods of preparing compounds I, IV, VI-1 and VI-2 [ (IV), (VI-1), and (VI-2)] are as well provided. Compounds of invention give rise to higher asymmetrical yield and higher diastereoselectivity (higher sin- isomer formation) than standard borane complexes. These compound may also find use in pharmaceutics, in agriculture, or for cosmetics. EFFECT: facilitated asymmetrical syntheses. 7 cl, 2 dwg, 6 tbl, 4 ex"/> OPTICALLY ACTIVE BETA-AMINOALKIXYBORANE COMPLEX, METHOD OF ITS PREPARATION, OPTICALLY ACTIVE BETA-AMINO-ALCOHOL DERIVATIVE FOR PREPARATION OF AMINOALKOXYBORANE COMPLEX, AND METHODS OF COMPLEX- MEDIATED PREPARATION OF OPTICALLY ACTIVE ALCOHOLS
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OPTICALLY ACTIVE BETA-AMINOALKIXYBORANE COMPLEX, METHOD OF ITS PREPARATION, OPTICALLY ACTIVE BETA-AMINO-ALCOHOL DERIVATIVE FOR PREPARATION OF AMINOALKOXYBORANE COMPLEX, AND METHODS OF COMPLEX- MEDIATED PREPARATION OF OPTICALLY ACTIVE ALCOHOLS

机译:光学活性的β-氨基烷氧基硼烷配合物,其制备方法,光学活性的用于制备氨基烷氧基硼烷配合物的β-氨基醇衍生物以及复合介导的光学活性醇的制备方法

摘要

FIELD: organic synthesis. SUBSTANCE: optically active beta-aminoalkixyborane complexes with general formula I: (I) are provided, in which formula R1 is C1-C3-alkyl and C7-C11-arylalkyl, R2 is C1-C8-alkyl, C3-C7- cycloalkyl or C7-C11-arylalkyl, or R1 and R2 form (CH2)n in which n=3 or 4 and Ar is naphthyl, anthryl or phenanthryl which can be substituted by 1-3 substituents selected from the group including halogen, C1-C6-alkyl, C6-C10-aryl, and -alkoxy. Also provided is optically active beta-aminoalcohol derivatives with general formula II: R1 (II), where R2, R2, n and Ar are the same as defined above on condition that, when Ar is naphthyl, C1-C8 is not R1-alkyl or when Ar is phenanthryl, R2 and (CH2)3 do not form . Methods of preparing compounds I, IV, VI-1 and VI-2 [ (IV), (VI-1), and (VI-2)] are as well provided. Compounds of invention give rise to higher asymmetrical yield and higher diastereoselectivity (higher sin- isomer formation) than standard borane complexes. These compound may also find use in pharmaceutics, in agriculture, or for cosmetics. EFFECT: facilitated asymmetrical syntheses. 7 cl, 2 dwg, 6 tbl, 4 ex
机译:领域:有机合成。物质:具有通式I的旋光性β-氨基烷基硼烷络合物:(I),其中式R 1 为C 1 -C 3 -烷基和C 7 -C 11 -芳烷基,R 2 是C 1 -C 8 -烷基,C 3 -C 7 -环烷基或C 7 -C 11 -芳烷基或R 1 和R 2 形式(CH 2 n ,其中n = 3或4,且Ar是可以被下列取代的萘基,蒽基或菲基1-3个选自卤素,C 1 -C 6 -烷基,C 6 -C 10 的取代基Sub> -aryl和-alkoxy。还提供了具有通式II的光学活性β-氨基醇衍生物:R 1 (II),其中R 2 ,R 2 ,n和Ar与上述定义相同,条件是当Ar为萘基时,C 1 -C 8 不是R 1 -烷基或当Ar是菲基,R 2 和(CH 2 3 不形成。制备化合物I,IV,VI-1和VI-2的方法[<图像文件=“ 00000010.GIF” he =“ 30” id =“ imag0.10” imgContent =“ undefined” imgFormat =“ GIF” wi =“ 49“ />(IV),<图像文件=” 00000011.GIF“ he =” 30“ id =” imag0.11“ imgContent =” undefined“ imgFormat =” GIF“ wi =” 49“ />(VI-1 )和(VI-2)]也是如此提供。与标准的硼烷配合物相比,本发明的化合物具有更高的不对称产率和更高的非对映选择性(更高的正反异构体形成)。这些化合物也可用于制药,农业或化妆品中。效果:促进了不对称合成。 7厘升,2载重吨,6桶,4吨

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