Stereoselective syntheses of (±)-komaroviquinone and (±)-faveline methyl ether through intramolecular Heck reaction

Stereoselective syntheses of (±)-komaroviquinone and (±)-faveline methyl ether through intramolecular Heck reaction
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DOI:
10.1021/jo051082i
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发表时间:
2005-09-16
影响因子:
3.6
通讯作者:
Banerjee, AK
Banerjee, AK
中科院分区:
化学2区
文献类型:
--
作者:
Sengupta, S;Drew, MGB;Banerjee, AK

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通过分子内Heck反应,实现了一条高效、灵活、立体选择性的合成反式-10-羟基-1,1-二甲基八氢二苯并[a,d]环庚烯-7-酮(5a-c)的聚合路线.该策略已成功地用于通过(+/-)-库尔特酮二甲醚(5c)和(+/-)-凡士林甲醚(1a)合成(+/-)-科马罗维醌(3)。
An efficient, flexible, and stereoselective convergent route for constructing the trans-10-hydroxy1,1-dimethyloctahydrodibenzo[a,d]cyclohepten-7-ones (5a-c) was achieved via intramolecular Heck reaction. This strategy has been successfully implemented for the syntheses of (+/-)-komaroviquinone (3) through (+/-)-coulterone dimethyl ether (5c) and (+/-)-faveline methyl ether (1a).