A Scalable Protocol for the Regioselective Alkylation of 2-Methylcyclohexane-1,3-dione with Unactivated sp3 Electrophiles.

A Scalable Protocol for the Regioselective Alkylation of 2-Methylcyclohexane-1,3-dione with Unactivated sp3 Electrophiles.
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用于使用未激活的 sp3 亲电子试剂对 2-甲基环己烷-1,3-二酮进行区域选择性烷基化的可扩展方案。

DOI:
10.1055/s-0035-1560186
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发表时间:
2015
期刊:
Synlett : accounts and rapid communications in synthetic organic chemistry
影响因子:
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通讯作者:
Johnson,JeffreyS
Johnson,JeffreyS
中科院分区:
--
文献类型:
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作者:
Sharpe,RobertJ;Portillo,Maribel;Vélez,RobertA;Johnson,JeffreyS

文献摘要

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A method for the C-selective alkylation of 2-methylcyclohexane-1,3-dione with unactivated sp3electrophiles is accomplished via alkylation and subsequent deprotection of the derived ketodimethyl hydrazones. The present method provides a high-yielding entry to dialkyl cycloalkanones that cannot be accessed via direct alkylation of 2-methylcyclohexane-1,3-dione. The title reaction may be useful in the scalable preparation of terpene and steroidal building blocks in the arena of natural product synthesis.