一种用于2-甲基环己烷-1,3-二酮与未活化sp亲电试剂进行区域选择性烷基化反应的可扩展方法。
A Scalable Protocol for the Regioselective Alkylation of 2-Methylcyclohexane-1,3-dione with Unactivated sp Electrophiles.
作者信息
Sharpe Robert J, Portillo Maribel, Vélez Robert A, Johnson Jeffrey S
机构信息
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, USA.
出版信息
Synlett. 2015 Oct;26(16):2293-2295. doi: 10.1055/s-0035-1560186. Epub 2015 Aug 21.
Abstract
A method for the C-selective alkylation of 2-methylcyclohexane-1,3-dione with unactivated sp electrophiles 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.
摘要
一种用未活化的sp亲电试剂对2-甲基环己烷-1,3-二酮进行C-选择性烷基化的方法，是通过对衍生的酮二甲基腙进行烷基化和随后的脱保护来实现的。本方法为通过2-甲基环己烷-1,3-二酮的直接烷基化无法获得的二烷基环烷酮提供了一种高产率的合成途径。该标题反应在天然产物合成领域中萜烯和甾体结构单元的可扩展制备中可能有用。
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