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Total synthesis of cribrostatin IV: fine-tuning the character of an amide bond by remote control
Authors:Chan Collin  Heid Richard  Zheng Shengping  Guo Jinsong  Zhou Bishan  Furuuchi Takeshi  Danishefsky Samuel J
Affiliation:Department of Chemistry, Columbia University, Havemeyer Hall, New York, NY 10027, USA.
Abstract:We report the enantioselective total synthesis of cribrostatin IV (1). Key features of this synthesis involve the convergent coupling of two highly functionalized homochiral components followed by a "lynchpin" Mannich cyclization to establish the pentacyclic core (cf. 19 --> 20).
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