Generation and in situ Diels–Alder reactions of activated nitroethylene derivatives

✍ Scribed by Peter A. Wade; James K. Murray Jr.; Sharmila Shah-Patel; Patrick J. Carroll

• Book ID: 104250772
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 116 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00348-9

✦ Synopsis

Dienes readily undergo Diels-Alder reaction with CH 2 C(NO 2 )SO 2 Ph (2a), CH 2 C(NO 2 )CO 2 Et (2b), and CH 2 C(NO 2 )COPh (2c), all observed in situ by 1 H NMR. The cycloadducts of 2a undergo S RN 1 reactions.