Asymmetric synthesis of 1-substituted 2-azaspiro[3.3]heptanes: important motifs for modern drug discovery

被引：11

作者：

Reddy, Leleti Rajender ^{[1
]}

Waman, Yogesh ^{[1
]}

Kallure, Priya ^{[1
]}

Nalivela, Kumara Swamy ^{[1
]}

Begum, Zubeda ^{[1
]}

Divya, Thumbar ^{[1
]}

Kotturi, Sharadsrikar ^{[1
]}

机构：

[1] Piramal Discovery Solut, Route Scouting Dept, Sarkhej Bavla Highway, Ahmadabad 382213, Gujarat, India

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 35期

关键词：

TERT-BUTANESULFINYL IMINES; AMINO-ACIDS; SULFINIMINES; ANTI-2,3-DIAMINO; OPTIMIZATION; PROTOCOL;

D O I：

10.1039/c9cc00863b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Highly diastereoselective addition of ethyl cyclobutanecarboxylate anions to Davis-Ellman's imines is reported. Thismethodology afforded the preparation of enantiomerically and diastereomerically pure 1-substituted 2-azaspiro[3.3] heptanes. This three-step procedure proceeded efficiently (yield up to 90%) and diastereoselectively (dr values up to 98 : 2). This methodology is applicable to the synthesis of 1-substituted 2-azaspiro[3.4] octane and 1-substituted 2-azaspiro[3.5]nonane.

引用

页码：5068 / 5070

页数：3