Practical Large-Scale Preparation of (±)-2-exo-Norbornyl Carboxylic Acid and Its Improved Isolation As the Sodium Salt

被引：3

作者：

Gu, Jianxin ^{[2
]}

Storz, Thomas ^{[1
]}

Vyverberg, Frederick ^{[1
]}

Wu, Charles ^{[3
]}

Varsolona, Richard J. ^{[1
]}

Sutherland, Karen ^{[1
]}

机构：

[1] Chem Res & Dev, Groton, CT 06340 USA

[2] Pfizer Worldwide R&D, Vaccine Res & Early Dev, Pearl River, NY 10965 USA

[3] Kilolab Facil, Pearl River, NY 10965 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2011年 / 15卷 / 04期

关键词：

RHODIUM-CATALYZED HYDROFORMYLATION; ASYMMETRIC HYDROFORMYLATION; REGIOSELECTIVE HYDROFORMYLATION; STEREOSELECTIVE-SYNTHESIS; CARBON-DIOXIDE; COMPLEXES; ALKENES; OLEFINS; LIGANDS; STEP;

D O I：

10.1021/op100284a

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A practical, robust, and high-yielding three-step one-pot procedure for the diastereoselective synthesis of (+/-)-2-exo-norbomyl carboxylic acid starting from norbornylene has been found and demonstrated on multikilogram scale, setting a new benchmark for low-pressure hydroformylation of cyclic, bridged olefins. The newly found, nonhygroscopic crystalline sodium salt of this acid provides a practical isolation point.

引用

页码：942 / 945

页数：4