公开(公告)号：KR100392710B1

公开(公告)日：2003-07-28

申请号：KR1020010015739

申请日：2001-03-26

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  노은주 ,  오천림

IPC: C07C247/04 ,  C07D211/00 ,  C07D231/00

Abstract: PURPOSE: Provided is a process for producing a chiral compound by using an enantioselective ring-opening reaction of epoxides in the presence of a chiral salen metal catalyst, which can recover or reuse the chiral salen metal catalyst. CONSTITUTION: The chiral compound is produced by using the enantioselective ring-opening reaction of epoxides in the presence of a salt represented by the formula 1 and the chiral salen metal catalyst represented by the formula 3. In the formula 1, when X is nitrogen, Z is -C(R5)-, R1 and R2 are each C1-C18 alkyl, R3-R5 are each hydrogen or C1-C18 alkyl and when X is carbon, Z is -C(R5)-C(R6)-, R1 is C1-C18 alkyl, R2-R6 are each hydrogen or C1-C18 alkyl, n is an integer of 1-3, and Y- is an anion capable of forming a salt. In the formula 3, R1-R4 are independently hydrogen, alkyl, carboxyl, aryl, and substituted aryl, X1-X8 are independently hydrogen, halogen, alkyl, silyl, silyloxy, alkenyl, and etc., Y1 and Y2 are each hydrogen and alkyl, M is a metal, and A is an anion.

Abstract translation: 目的：提供一种在手性salen金属催化剂存在下使用环氧化物的对映选择性开环反应生产手性化合物的方法，该催化剂可以回收或再利用手性salen金属催化剂。 构成：手性化合物是通过在式1所示的盐和式3所示的手性salen金属催化剂存在下使用环氧化物的对映选择性开环反应而制备的。在式1中，当X是氮时， Z为-C（R 5） - ，R 1和R 2各自为C 1 -C 18烷基，R 3 -R 5各自为氢或C 1 -C 18烷基，并且当X为碳时，Z为-C（R 5）-C（R 6） - ， R1是C1-C18烷基，R2-R6各自是氢或C1-C18烷基，n是1-3的整数，Y-是能形成盐的阴离子。 在式3中，R 1 -R 4独立地为氢，烷基，羧基，芳基和取代的芳基，X 1 -X 8独立地为氢，卤素，烷基，甲硅烷基，甲硅烷氧基和链烯基等，Y 1和Y 2各自为氢， 烷基，M是金属，A是阴离子。

公开(公告)号：KR100298145B1

公开(公告)日：2001-10-29

申请号：KR1019990018254

申请日：1999-05-20

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  오천림 ,  이상기 ,  이재균

IPC: C07C215/28

Abstract: 본발명은올레핀화합물의비균일계비대칭아미노히드록시화반응에의한광학활성아미노알코올화합물의제조방법에있어서, 공지의화학식 1로표시되는신코나알칼로이드유도체를포함하는촉매계와질소원및 염기를사용하는것을특징으로하여이에대응하는광학활성의아미노알코올화합물을제조하는방법에관한것이다. 이는많은키랄리간드및 생물활성을갖는유기화합물제조에사용되는유용한중간체이다. [화학식 1] 화학식 1에있어서, Y는화학식 2로표시되는히드로퀴니닐또는화학식 3으로표시되는히드로퀴니디닐이며, X는 0 또는탄소수 4개의불포화화합물을표시하는데 X가 0인경우피리다진을표시하며, X가탄소수 4개의불포화화합물인경우프탈라진을표시하며, R은메톡시, 에톡시또는메틸기를표시한다.

公开(公告)号：KR1020020012108A

公开(公告)日：2002-02-15

申请号：KR1020010015739

申请日：2001-03-26

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  노은주 ,  오천림

IPC: C07C247/04 ,  C07D211/00 ,  C07D231/00

Abstract: PURPOSE: Provided is a process for producing a chiral compound by using an enantioselective ring-opening reaction of epoxides in the presence of a chiral salen metal catalyst, which can recover or reuse the chiral salen metal catalyst. CONSTITUTION: The chiral compound is produced by using the enantioselective ring-opening reaction of epoxides in the presence of a salt represented by the formula 1 and the chiral salen metal catalyst represented by the formula 3. In the formula 1, when X is nitrogen, Z is -C(R5)-, R1 and R2 are each C1-C18 alkyl, R3-R5 are each hydrogen or C1-C18 alkyl and when X is carbon, Z is -C(R5)-C(R6)-, R1 is C1-C18 alkyl, R2-R6 are each hydrogen or C1-C18 alkyl, n is an integer of 1-3, and Y- is an anion capable of forming a salt. In the formula 3, R1-R4 are independently hydrogen, alkyl, carboxyl, aryl, and substituted aryl, X1-X8 are independently hydrogen, halogen, alkyl, silyl, silyloxy, alkenyl, and etc., Y1 and Y2 are each hydrogen and alkyl, M is a metal, and A is an anion.

Abstract translation: 目的：提供在手性盐金属催化剂存在下使用环氧化物的对映体选择性开环反应制备手性化合物的方法，其可以回收或再利用手性盐金属催化剂。 构成：手性化合物是通过在由式1表示的盐和由式3表示的手性salen金属催化剂的存在下使用环氧化物的对映选择性开环反应制备的。在式1中，当X是氮时， Z是-C（R 5） - ，R 1和R 2各自是C 1 -C 18烷基，R 3 -R 5各自是氢或C 1 -C 18烷基，当X是碳时，Z是-C（R 5）-C（R 6） R1是C1-C18烷基，R2-R6各自为氢或C1-C18烷基，n为1-3的整数，Y-为能形成盐的阴离子。 在式3中，R 1 -R 4独立地是氢，烷基，羧基，芳基和取代的芳基，X 1 -X 8独立地是氢，卤素，烷基，甲硅烷基，甲硅烷氧基，烯基等，Y 1和Y 2分别是氢和 烷基，M是金属，A是阴离子。

公开(公告)号：KR1020000074359A

公开(公告)日：2000-12-15

申请号：KR1019990018254

申请日：1999-05-20

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  오천림 ,  이상기 ,  이재균

IPC: C07C215/28

Abstract: PURPOSE: A process for preparing an optical active aminoalcohol compound using a cinchona alkaloid catalyst having excellent catalytic performance, reusable and excellent in thermal, mechanical stability, a nitrogen source and a base is provided which carries out the heterogeneous asymmetric aminohydroxylation of olefins economically and can improve processing difficulties by high toxicity and volatility of OsO4. CONSTITUTION: In the process for manufacturing an optical active aminoalcohol compound by heterogeneous asymmetric aminohydroxylation of olefins, the process uses a catalytic system containing conventional cinchona alkaloids of formula 1 and a nitrogen source and a base. In formula, Y is hydroquinidinyl represented by formula 2 or hydroquinidinyl represented by formula 3, X represents an unsaturated compound containing 0 or 4 carbons, pyridazine in case X is 0 and phthalazine in case X is an unsaturated compound, R represents methoxy, ethoxy or methyl.

Abstract translation: 目的：提供一种使用具有优异催化性能，可重复使用和优异的热，机械稳定性，氮源和碱的香草素生物碱催化剂制备光学活性氨基醇化合物的方法，其经济地进行烯烃的异质不对称氨基羟基化， 通过OsO4的高毒性和挥发性改善加工困难。 构成：在通过烯烃的非均相不对称氨基羟基化制造光学活性氨基醇化合物的方法中，该方法使用含有式1的常规桂皮纳生物碱和氮源和碱的催化体系。 在式中，Y是由式2表示的氢醌基或由式3表示的氢醌基，X代表含有0或4个碳的不饱和化合物，X为0时为哒嗪，X为不饱和化合物时为酞嗪，R为甲氧基，乙氧基或 甲基。