Studies on the Synthesis of Phytochrome and Related Tetrapyrroles. Dihydropyrromethenones by Photochemical Rearrangement of N-Pyrrolo Enamides

Citations Over TimeTop 13% of 1997 papers

Abstract

Dihydropyrromethenone 67b, a potential precursor for the synthesis of phytochrome 1, has been prepared in enantiomerically pure form beginning with N-aminopyrrole 64 and the acetylenic acid 62b. The key step involved a 3,5-sigmatropic rearrangement of N-pyrrolo enamide 66b.

Related Papers

• → Design, Development, Mechanistic Elucidation, and Rational Optimization of a Tandem Ireland Claisen/Cope Rearrangement Reaction for Rapid Access to the (Iso)Cyclocitrinol Core(2014)40 cited
• → Cope, Oxy-Cope and Anionic Oxy-Cope Rearrangements(1991)47 cited
• → Synthesis via sigmatropic rearrangement. 12. Total synthesis of (+)-dihydrocostunolide via tandem Cope-Claisen rearrangement(1986)26 cited
• → Evidence for alternative mechanisms in the amino-Cope rearrangement(1999)12 cited
• → Cope Rearrangement(2010)