Synlett 2008(10): 1427-1439  
DOI: 10.1055/s-2008-1078414
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Mechanistic Studies on the Roles of Cosolvents and Additives in Samarium(II)-Based Reductions

Robert A. Flowers, II*
Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015, USA
Fax: +1(610)7586536; e-Mail: rof2@lehigh.edu;
Further Information

Publication History

Received 19 January 2008
Publication Date:
16 May 2008 (online)

Abstract

This account describes work, performed by my research group during the past decade, designed to understand the mechanistic roles of cosolvents and additives in reductions involving samarium(II) iodide (SmI2). Emphasis is placed on studies designed to elucidate the roles of the cosolvent hexamethylphosphoramide (HMPA) and proton donors (water, alcohols, and glycols) in the mechanisms of important bond-forming reactions and reductions initiated by SmI2.

1 Background and Introduction

1.1 Project Inception

2 Mechanistic Studies on the Role of Hexamethylphosphor­amide in the Reactions of Samarium(II) Iodide

3 Impact of Proton Donors on the Mechanism of Substrate Reduction

4 Conclusions and Future Work

39

Shotwell, J. B. unpublished results.