First stereoselective total synthesis of (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one

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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DOI:
10.1016/j.tetlet.2007.01.056
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发表时间:
2007-03-12
影响因子:
1.8
通讯作者:
Srinivas, Ravula
Srinivas, Ravula
中科院分区:
化学4区
文献类型:
--
作者:
Krishna, Palakodety Radha;Srinivas, Ravula

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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. (c) 2007 Elsevier Ltd. All rights reserved.