Organic letters

Tweaking Copper Hydride (CuH) for Synthetic Gain. A Practical, One-Pot Conversion of Dialkyl Ketones to Reduced Trialkylsilyl Ether Derivatives

BH Lipshutz, CC Caires, P Kuipers, W Chrisman

Index: Lipshutz, Bruce H.; Caires, Christopher C.; Kuipers, Peter; Chrisman, Will Organic Letters, 2003 , vol. 5, # 17 p. 3085 - 3088

Full Text: HTML

Citation Number: 64

Abstract

Previously, we have shown that both Roche's BIPHEP- and Takasago's SEGPHOS-type ligands are exceptional relative to Ph 3 P for dramatically accelerating the reducing capabilities of in situ generated CuH. 7,8 An extensive study was undertaken to determine which mono- and/or bidentate phosphine ligands would impact the catalytic cycle such that TES ethers could readily be formed from ketones. Figure 1 shows several of the latter, which at S/L ratios of 200:1 ...