SN1 reactions with planar chiral (arene)Cr(CO)3-substituted α-propargyl cations - regio- and diastereoselective additions to novel ambident electrophiles

✍ Scribed by Thomas J.J. Müller; Astrid Netz

• Book ID: 104261237
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 219 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)00450-5

✦ Synopsis

Planar chiral ortho substituted (arene)Cr(CO)3-stabilized ct-propargylic cations 4 react in a SN1 fashion with sulfur, nitrogen and 7~-nucleophiles to give regioselectively the corresponding propargyl derivatives 5 in good yields and excellent diastereoselectivities (d.r. > 9: I).