Enantioselective addition reaction using an organozinc reagent to produce (-)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one

阅读量:

4

申请(专利)号:

NZ19980500526

申请日期:

1998-05-12

公开/公告号:

NZ500526A

公开/公告日期:

2001-07-27

申请(专利权)人:

MERCK & CO

发明人:

CY ChenRD TillyerL Tan

展开

摘要:

A process for the preparation of a compound of formula (I) wherein: M is Li, Na, K, Zn, MgX1, CuX1, or B(X1)2; X1 is Cl, Br, I, F or CF3SO2; A is optionally substituted alkyl, alkenyl, alkynyl, phenyl, biphenyl, or naphthyl, R5 is H, optionally substituted alkyl, alkenyl, alkynyl or perfluoroalkyl, R6 is optionally substituted alkyl, alkenyl, or alkynyl comprises: a) adding slowly a dialkylzinc either neat or in a solvent to a first chiral additive bearing one or more exchangeable protons or alternatively to a mixture of a first chiral additive bearing one and only exchangeable proton and a second additive in a solvent under an inert atmosphere at a temperature of -78 OC to 50 OC to form a chiral zinc complex or a second additive containing chiral zinc complex; b) adding a second additive to a chiral zinc complex, and heating the reaction to 10 OC to 70 OC to form a second additive containing chiral zinc complex, where the first chiral additive bears one and only one exchangeable proton, or alternatively, where the first chiral additive bears more than one exchangeable proton, or the second additive was added in step a), then this addition step is skipped; c) mixing the chiral zinc complex or the second additive containing chiral zinc complex with an organometallic reagent of formula R6M in a solvent at a temperature range of -20 OC to 60 OC to form a chiral organozinc complex and d) mixing a carbonyl containing compound of formula A-C(O)-R5 optionally dissolved in a solvent with the solution of the chiral organozinc complex under an inert atmosphere at a temperature of -20 oC to 60 oC for 1 to 72 hours.

展开

通过文献互助平台发起求助,成功后即可免费获取论文全文。

相似文献

参考文献

引证文献

站内活动

辅助模式

0

引用

文献可以批量引用啦~
欢迎点我试用!

关于我们

百度学术集成海量学术资源,融合人工智能、深度学习、大数据分析等技术,为科研工作者提供全面快捷的学术服务。在这里我们保持学习的态度,不忘初心,砥砺前行。
了解更多>>

友情链接

百度云百度翻译

联系我们

合作与服务

期刊合作 图书馆合作 下载产品手册

©2025 Baidu 百度学术声明 使用百度前必读

引用