ALKYLATION OF DIANION OF BETA-KETO ESTERS

ALKYLATION OF DIANION OF BETA-KETO ESTERS
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DOI:
10.1021/ja00725a088
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发表时间:
1970-01-01
影响因子:
15
通讯作者:
WEILER, L
WEILER, L
中科院分区:
化学1区
文献类型:
--
作者:
WEILER, L

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乙酰乙酸乙酯(2,Rz=Et)的浓度低或反应失败。 2 这可能是由于在其条件下二价阴离子 2 的形成不完全或在低反应温度下缓慢烷基化所致,—33。用2当量的正丁基锂处理乙酰乙酸甲酯3仅产生羰基加成产物。然而,单价阴离子 3 的生成和随后的金属化有望克服这一困难,因为 Hauser4 发现二价阴离子 4 很容易通过单价阴离子产生(式 2)。
of ethyl acetoacetate (2, Rz= Et) were low or that the reaction failed. 2 This could be due to incomplete formation of dianion 2 under their conditions or to slow alkylation at the low reaction temperature,—33. Treatment of methyl acetoacetate3 with 2 equiv of z:-butyllithium yielded carbonyl addition products only. However, generation of the monoanion 3 and subsequent metalation was expected to surmount this difficulty since Hauser4 hadfound that the dianion 4 was readily produced via the monoanion (eq 2).