Enantioselective 1,4-Addition of Aliphatic Grignard Reagents to Enones Catalyzed by Readily Available Copper(I) thiolates derived from TADDOL. Preliminary communication

✍ Scribed by Dieter Seebach; Georg Jaeschke; Arkadius Pichota; Laurent Audergon

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: German
• Weight: 268 KB
• Volume: 80
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19970800819

✦ Synopsis

Abstract

Two simple thiols derived from the parent TADDOL, α,α,α′,α′ tetraphenyl‐2,2‐dimethyl‐1,3‐clioxolan‐4,5‐dimethanol, are used to prepare Cu^1^ complexes C and D to catalyze (0.05 equiv.) 1,4‐additions of Grignard reagents RMgCl to cyclic enones with enantioselectivities which are comparable to or better than previously reported (enantiomer ratios up to 92:8).