Published December 4, 1998 | Version public
Journal Article

Mechanistic Insights into Cu-Catalyzed Asymmetric Aldol Reactions: Chemical and Spectroscopic Evidence for a Metalloenolate Intermediate

  • 1. ROR icon California Institute of Technology

Abstract

In situ IR spectroscopy and transmetalation experiments confirm a postulated catalytic cycle. The metalloenolate 1 describes the active intermediate in the aldol reaction catalyzed by [CuF_2{(S)‐tol‐binap}] (see reaction scheme). (S)‐tol‐binap=(S)‐(−)‐2,2′‐bis(di‐p‐tolylphosphanyl)‐1,1′‐binaphthyl.

Additional Information

© 1998 Wiley‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany. Issue Online 17 December 1998; Version of Record online: 17 December 1998; Manuscript received: 16 June 1998. B.L.P. thanks the National Institutes of Health (NIH), J.K. thanks the Deutsche Forschungsgemeinschaft, and A.S. is grateful to the Schweizerischer Nationalfonds for postdoctoral fellowships. Financial support was provided by the Packard Foundation, National Science Foundation (USA), NIH (USA), and generous funds from Eli Lilly, Merck, Novartis, Pfizer, Upjohn, and Zeneca.

Additional details

Identifiers

Eprint ID
86248
DOI
10.1002/(SICI)1521-3773(19981204)37:22<3124::AID-ANIE3124>3.0.CO;2-1
Resolver ID
CaltechAUTHORS:20180507-135626223

Funding

NIH
Deutsche Forschungsgemeinschaft (DFG)
Schweizerischer Nationalfonds
David and Lucile Packard Foundation
NSF
Eli Lilly
Merck
Novartis
Pfizer
Upjohn
Zeneca

Dates

Created
2018-05-07
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Updated
2021-11-15
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