(η6-arene)tricarbonyl chromium complexes in organic synthesis 1,5-remote diastereoselection

✍ Scribed by Motokazu Uemura; Tatsuya Minami; Yuji Hayashi

• Book ID: 104217765
• Publisher: Elsevier Science
• Year: 1988
• Tongue: French
• Weight: 264 KB
• Volume: 29
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)82323-0

✦ Synopsis

1,5-Remote diastereoselection on the acyclic systems is achieved by diastereoselective Cr(C0j3 complexation, chirality transfer in acyclic system and following stereoselective alkylation at the benzylic position. One of the most exciting challenges in the synthetic methodology is control of stereochemistry in conformationall non-rigid systems. In recenr years a number of efforts have been devoted on the exploration of stereoselective reactions in acyclic precursors, and various excellent methods have been developed for the diastereoselection between adjacent carbon atoms. 1 However, general approaches to the construction of remote chiral relationships in acyclic systems are few, and have still been a challenging problem in organic synthesis. We report herein a new approach of 1,5-chiral induction based upon the utilization of (n6-arene)chromium complexes as temporary template to relay stereochemical information into conformationally flexible systems.