Concise asymmetric synthesis of a model compound, (4S,5S,6S)-6-(2,2-dimethoxy)ethyl-4,5-epoxy-6-hydroxy-2-cyclohexenone, for the cyclohexenone core of scyphostatin

Concise asymmetric synthesis of a model compound, (4S,5S,6S)-6-(2,2-dimethoxy)ethyl-4,5-epoxy-6-hydroxy-2-cyclohexenone, for the cyclohexenone core of scyphostatin
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DOI:
10.1016/s0040-4039(02)00916-4
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发表时间:
2002-07-01
影响因子:
1.8
通讯作者:
Kita, Y
Kita, Y
中科院分区:
化学4区
文献类型:
--
作者:
Fujioka, H;Kotoku, N;Kita, Y

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以环己二烯缩醛5为原料合成了旋光纯的scyphostatin(1)的环己烯酮核。我们合成的关键方面包括分子内溴醚化5。SeO 2氧化7.在最后一步中形成13 - 4的烯酮。(C)2002爱思唯尔科技有限公司版权所有。
The optically pure cyclohexenone core of scyphostatin (1) has been synthesized from cyclohexadiene acetal 5. The crucial aspects of our synthesis include the intramolecular bromoetherification of 5. the SeO2 oxidation of 7. and the enone formation of 13 to 4 in the final step. (C) 2002 Elsevier Science Ltd. All rights reserved.