Rediscovering Organocopper
Chemistry Through Copper Hydride. It’s All About
the Ligand

Bruce H. Lipshutz

doi:10.1055/s-0028-1087923

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Synlett 2009(4): 509-524
DOI: 10.1055/s-0028-1087923

ACCOUNT

Rediscovering Organocopper Chemistry Through Copper Hydride. It’s All About the Ligand

Bruce H. Lipshutz*
Department of Chemistry & Biochemistry, University of California, Santa Barbara, CA 93106, USA
Fax: +1(805)8938265; e-Mail: lipshutz@chem.ucsb.edu;

Further Information

Publication History

Received 5 August 2008
Publication Date:
16 February 2009 (online)

Abstract
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Abstract

A personalized account is presented that reveals the real stories behind the development of copper hydride chemistry at UCSB over the past decade: names, events, and the thinking behind the discoveries. Both achirally ligated and nonracemically complexed copper hydride reagents are discussed within the context of the field as a whole.

1 Introduction

2 Early Ligand Effects

3 The BIPHEP Story

4 Enter JOSIPHOS

5 Copper Hydride + SEGPHOS: Another Great Match

6 Copper Hydride Contained... in a Bottle

7 (BDP)CuH: A ‘Hot’ Achiral Source of Copper Hydride

8 New Areas for Copper Hydride Chemistry

8.1 Reductive Aldol Reactions

8.2 Copper Hydride Chemistry in Water

9 Summary and Outlook

Key words

ligands - asymmetric catalysis - copper hydride - hydrosilylations - asymmetric catalysis

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