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Published December 4, 1998 | public
Journal Article

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

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

Created:
August 22, 2023
Modified:
October 18, 2023