A retro-Claisen approach to dolabriferol.

A retro-Claisen approach to dolabriferol.
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多拉非罗的复古克莱森方法。

DOI:
10.1021/ol060347s
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发表时间:
2006
期刊:
影响因子:
5.2
通讯作者:
M. Perkins
M. Perkins
中科院分区:
化学1区
文献类型:
--
作者:
T. Lister;M. Perkins

文献摘要

被引文献

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[反应:见正文]通过DBU诱导的、酯形成的逆克莱森方法产生多拉普利醇的受保护前体30。22中所需的直链碳链通过立体选择性的锂羟醛反应合成。使用与(S)-乳酸乙酯衍生的酮13的立体控制的羟醛缩合反应合成必要的醛和酮片段。
[reaction: see text] The protected precursor 30 to dolabriferol was generated by a DBU-induced, ester-forming, retro-Claisen process. The required linear carbon chain present in 22 was synthesized by a stereoselective lithium aldol reaction. The necessary aldehyde and ketone fragments were synthesized using stereocontrolled aldol reactions with the ethyl (S)-lactate derived ketone 13.