Total synthesis of cribrostatin IV: fine-tuning the character of an amide bond by remote control |
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Authors: | Chan Collin Heid Richard Zheng Shengping Guo Jinsong Zhou Bishan Furuuchi Takeshi Danishefsky Samuel J |
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Affiliation: | Department of Chemistry, Columbia University, Havemeyer Hall, New York, NY 10027, USA. |
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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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