First stereoselective total synthesis of (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one |
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| Authors: | Palakodety Radha Krishna Ravula Srinivas |
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| Affiliation: | D-206/B, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | A stereoselective total synthesis of (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one is reported. The strategy utilizes an iterative Jacobsen hydrolytic kinetic resolution, ring opening with a chiral propargylic synthon and a preferential (Z)-Wittig olefination reaction and lactonization as the key steps. |
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| Keywords: | α-Pyrone Jacobsen hydrolytic kinetic resolution 1,3-anti-Polyol (Z)-Wittig olefination reaction Lactonization |
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