Stereoselective Reduction of β-Hydroxy Ketones with Aldehydes via Tishchenko Reactions Catalyzed by Zirconocene Complexes1

Y Umekawa, S Sakaguchi, Y Nishiyama…

Index: Umekawa, Yuuji; Sakaguchi, Satoshi; Nishiyama, Yutaka; Ishii, Yasutaka Journal of Organic Chemistry, 1997 , vol. 62, # 10 p. 3409 - 3412

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Citation Number: 47

Abstract

The stereoselective synthesis of 1, 3-dioxygenated compounds is important from the synthetic point of view, since these fragments appear in the structure of various natural products. 2 The reduction of β-hydroxy ketones to syn 1, 3-diols is usually carried out via an intermolecular hydride shift using several stoichiometric reducing agents, such as (n-Bu) 3B- NaBH4, 3 Et2BOMe-NaBH4, 4 terphenylboronic acid-NaBH4, 5 Ti (OPri) 4-NaBH4, 6 ...