Total Synthesis of Chatenaytrienins-1, -3 and -4 and Muridienins-1–4 Enabled by C(sp)–C(sp³) Sonogashira Coupling

Abstract

Concise and efficient protecting-group-free total syntheses of chatenaytrienins-1, -3, -4 and muridienins-1–4 have been achieved. The key steps involve ring-closing metathesis (RCM) and C(sp)–C(sp³)-Sonogashira coupling. This work reports the first total syntheses of chatenaytrienin-3 and muridienins-1–4 in seven linear steps and high overall yields.

Key words

acetogenins - chatenaytrienins - muridienins - ring-closing metathesis - Sonogashira coupling - stereoselective synthesis

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