Titanocene-catalyzed reduction of esters using polymethylhydrosiloxane as the stoichiometric reductant

KJ Barr, SC Berk, SL Buchwald

Index: Barr, Kenneth J.; Berk, Scott C.; Buchwald, Stephen L. Journal of Organic Chemistry, 1994 , vol. 59, # 15 p. 4323 - 4326

Full Text: HTML

Citation Number: 70

Abstract

We have recently reported a titanocene-based catalytic system for the conversion of esters to primary alcohols2 which employed (EtOI3SiH as the stoichiometric reductant (Scheme 1). Catalyst generation was effected by the addition of 2 equiv of n-BuLi to 5 mol% of CpzTiCl2. Questions of cost and, more importantly, of safety3 involved with the use of (Et0) SSiH and n- BuLi, especially on a large scale, prompted us to seek more synthetically useful reagents. ...

Related Articles:

Colloid-catalysed arene hydrogenation in aqueous/supercritical fluid biphasic mediaElectronic supplementary information (ESI) available: experimental details, …

[Bonilla, R. Jason; James, Brian R.; Jessop, Philip G. Chemical Communications, 2000 , # 11 p. 941 - 942]

Catalytic hydrogenation of olefins, acetylenes and arenes by rhodium trichloride and aliquat-336 under phase transfer conditions

[Tetrahedron Letters, , vol. 24, # 38 p. 4139 - 4142]

Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor

[Tetrahedron Letters, , vol. 54, # 21 p. 2674 - 2678]

Cobalt carbonyl catalyzed reactions of esters and lactones with hydrosilane and carbon monoxide. A novel synthetic method for the introduction of the …

[Chatani,N.; Fujii,S.; Yamasaki,Y. Journal of the American Chemical Society, 1986 , vol. 108, p. 7361]

Organolanthanide-catalyzed cyclization/boration of 1, 5-and 1, 6-dienes

[Molander, Gary A.; Pfeiffer, Dirk Organic Letters, 2001 , vol. 3, # 3 p. 361 - 363]

More Articles...