Reduction organic reaction 3还原有机反应.pdfVIP

Chapter 1 Sixty Years of Hydride Reductions Herbert C . Brown and P. Veeraraghavan Ramachandran H . C . Brown and R. B. Wetherill Laboratories of Chemistry, Purdue University, West Lafayette, IN 47907-1393 g r o . s c a . A survey of hydride reductions in organic chemistry from its beginnings s b has been made. Persuaded by Alfred Stocks book entitled The u p 1 / 0 / Hydrides of Boron and Silicon that he received as a graduation gift in : 0 p h t c 1936 from his classmate (now his wife) Sarah Baylen, the senior author t h 1. | 4 undertook research with Professor H. I. Schlesinger and Dr. A . B. 9 6 0 0- Burg, exploring the chemistry of diborane. His Ph.D. research, begun 0 2 6 , 9 in 1936 involved a study of the reaction of diborane with aldehydes and 2 9 2 1- ketones, and other compounds with a carbonyl group. This r k e b development initiated the hydride era of organic reductions. Necessities b / o 1 t 2 of WWII research led to the discovery of sodium borohydride and the c 0 O 1 . discovery of the alkali metal hydride route to diborane. The systematic n 0 o 1 study to modify sodium borohydride and lithium aluminum hydride led : H i C o to a broad spectrum of reagents for selective reductions. It is now d E | T 6 possible to selectively reduce one functional group in the presence of 9 another. The study of the reduction characteristics of sodium