Palladium-catalyzed Suzuki cross-coupling reactions of propargylic cyclic carbonates. PMP=4-methoxyphenyl

August 14, 2024

• Title:       

  Palladium-catalyzed Suzuki cross-coupling reactions of  propargylic cyclic carbonates. PMP=4-methoxyphenyl

• Image Source:

  Palladium-catalyzed asymmetric synthesis of 2-alkynyl oxacycles

• Mark:

  Scheme 1

• Associated context:

  In the course of investigations into the palladium-cata-lyzed synthesis of allenyl alcohols from propargylic cyclic carbonates (Scheme 1),[6] we discovered that whilst the six-membered cyclic carbonates 1a–c successfully afforded the b-allenyl alcohols 2a–c under Suzuki cross-coupling conditions,[7] the seven-membered cyclic carbonates 3a–c exclusively gave the unexpected 2-alkynyl tetrahydrofurans 4a–c.