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First stereoselective total synthesis of (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one
Authors:Palakodety Radha Krishna  Ravula Srinivas
Institution:D-206/B, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad 500 007, India
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.
Keywords:α-Pyrone  Jacobsen hydrolytic kinetic resolution  1  3-anti-Polyol  (Z)-Wittig olefination reaction  Lactonization
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