Studies towards the total synthesis of (−)-borrelidin: a strategy for the construction of the C11-C15 cyanodiene fragment and the utility of RCM for macrocyclization using model systems |
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| Authors: | C Vamsee Krishna Santanu Maitra K Mukkanti |
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| Institution: | a Discovery Research, Dr. Reddy’s Laboratories, Ltd, Miyapur, Hyderabad 500049, AP, India
b Chemistry Division, Institute of Science and Technology, JNT University, Kukatpally, Hyderabad 500072, AP, India |
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| Abstract: | We report here a methodology for the construction of a conjugated cyanodiene synthon and the propensity of such synthons to participate in the olefin metathesis reaction. To this end, we have developed a strategy for the construction of the C11-C15 fragment of borrelidin and demonstrated the utility of the RCM reaction in the preparation of the final macrolide. To our knowledge, this is the first example of a RCM with a nitrile functionality on a diene. |
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| Keywords: | Borrelidin Olefin metathesis |
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