Lithiated Carbamates: Chiral Carbenoids for Iterative Homologation of Boranes and Boronic Esters

Journal Article

Aggarwal, Jake L. Stymiest, Guillaume Dutheuil, Adeem Mahmood and Varinder K. . 2007

• نوع عمل المنشور: PhD
• رابط المنشور على الويب: Lithiated Carbamates: Chiral Carbenoids for Iterative Homologationof Boranes and Boronic Esters
• رقم الإصدار السنوي: 102
• الصفحات: 1455–1456

مستخلص المنشور

We have developed a process for the homologation of boranes and boronic esters using Hoppe-type lithiated carbamates which shows very broad substratescope. The Hoppe-type lithiated carbamates are effectively chiral carbenoids and are derived from the simplest of reagents: primary alcohols. The power of the methodology lies in its iterative use. Thus, through two cycles of the homologation process, either enantiomer of either diastereo-mer can be easily accessed through appropriate choice of thechiral diamine employed (()-sparteine 12 or (+)-11).Application of this versatile methodology in natural product synthesis is currently underway.