Demonstration of 11–21‐Membered Intramolecular Sulfonium Ylides: Regio‐ and Diastereoselective Synthesis of Spiro‐Oxindole‐Incorporated Macrocycles

Abstract

Abstract An expeditious and convenient method for the generation of 11–21‐membered intramolecular macrocyclic sulfonium ylides using catalytic Rh 2 (OAc) 4 is presented. Using this approach, a wide variety of sulfur‐macrocycles incorporating the oxindole unit were produced in good yields and with high diastereoselectivity. Interestingly, tetracyclic macrocycles were also attained in good yields and with good regioselectivity using the disclosed sulfonium ylides. Ring‐opening reactions of tetracyclic macrocycles were also demonstrated.