The benzylic carbonates, which connect with an active methine through an o-phenylene tether at their meta-position, are cyclized by Pd(η 3- C 3H 5)Cp-S-Phos catalyst, yielding 3-methyl-9,10- dihydrophenanthrenes. In the catalytic cyclization, the internal nucleophile attacks not the ortho-carbon but the para-carbon of the benzylic ester. The [3 + 2] cycloaddition of m-(silylmethyl)benzyl carbonates with alkylidene malonates was developed from the palladium-catalyzed intramolecular S N′- type aromatic substitution.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry