[3,3]SIGMATROPIC REARRANGEMENTS OF 1,5-DIENE ALKOXIDES - POWERFUL ACCELERATING EFFECTS OF ALKOXIDE SUBSTITUENT

[3,3]SIGMATROPIC REARRANGEMENTS OF 1,5-DIENE ALKOXIDES - POWERFUL ACCELERATING EFFECTS OF ALKOXIDE SUBSTITUENT
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DOI:
10.1021/ja00849a054
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发表时间:
1975-01-01
影响因子:
15
通讯作者:
GOLOB, AM
GOLOB, AM
中科院分区:
化学1区
文献类型:
--
作者:
EVANS, DA;GOLOB, AM

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多年来,[3,3]S型重排反应引起了物理有机化学家的注意,在立体选择性合成中已被证明是一类非常有效的反应。3 1,5-己二烯的COP重排构成了为相关热过程确立先例的历史焦点。氧对重排(等式1)就是这样一个研究得很好的[3,3]Sigmatrotic变体。4‘6
Over the years [3, 3] sigmatropic rearrangements1have held the attention of physical organic chemists2 and have proven to be an exceptionally powerful class of reactions in stereoselective synthesis. 3 Cope rearrangements of 1, 5-hexadienes have constituted a historical focal point in establishing precedent for related thermal processes. The oxy-Cope rearrangement (eq 1) hasbeen one such well-studied [3, 3] sigmatropic variant. 4'6