Synthesis of a ketone analogue of biotin via the intramolecular Pauson-Khand reaction |
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| Authors: | McNeill Eric Chen Irwin Ting Alice Y |
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| Affiliation: | Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Room 18-496, Cambridge, Massachusetts 02139, USA. |
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| Abstract: | We report an improved synthesis of 5-(5-oxohexahydrocyclopenta[c]thiophen-1-yl)pentanoic acid (ketone biotin, 1) based on the intramolecular Pauson-Khand cyclization. The synthesis proceeds in eight steps and in 2.7% overall yield from cyclohexene. |
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