Total synthesis of (-)-apicularen A |
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| Authors: | Su Qibin Panek James S |
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| Institution: | Department of Chemistry and Center for Chemical Methodology and Library Design, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA. |
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| Abstract: | Complete details of an asymmetric synthesis of apicularen (1) are described. The synthesis has been accomplished using a highly diastereo- and enantioselective 4 + 2] annulation for the assembly of the functionalized pyran core. An underdeveloped lactonization method involving an NaH promoted transesterification of an advanced intermediate bearing an aryl cyanomethyl ester was used for the macrolactonization step. |
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