No abstract

An aldol reaction followed by elimination of the derived mesylate was used to construct the side chain that was designed to afford the cyclohexene ring of coronafacic acid via intramolecular alkylation. Elimination of the mesylate proceeded with TBAF. The alkylation was achieved with t-BuOK in THF, and then hydrolysis afforded coronafacic acid, which upon condensation with unprotected L-isoleucine using ClCO(2)Bu(i) furnished coronafacoyl-L-isoleucine, the L-Ile conjugate.

No abstract

A larger quantity of the reactant β‐keto ester or malonate ester than the base KOtBu is required to achieve high yields in the Pd‐catalyzed allylic substitution of cyclopentene‐1,3‐diol monoacetate and its Tbs‐ether.