乙烯基酮转化为丙二烯：1,3-二烯-2-基三氟甲磺酸酯的制备及其在钯催化的与软亲核试剂反应中的应用。

Vinyl ketones to allenes: preparation of 1,3-dien-2-yl triflates and their application in Pd-catalyzed reactions with soft nucleophiles.

作者信息

Ogasawara Masamichi, Ge Yonghui, Uetake Koichi, Takahashi Tamotsu

机构信息

Catalysis Research Center and Graduate School of Pharmaceutical Sciences, Hokkaido University, and SORST, Japan Science and Technology Agency (JST), Kita-ku, Sapporo 001-0021, Japan.

出版信息

Org Lett. 2005 Dec 8;7(25):5697-700. doi: 10.1021/ol052426u.

DOI:10.1021/ol052426u

PMID:16321025

Abstract

[chemical reaction: see text]. A general route of converting alkenyl ketones to functionalized allenes was developed. Substituted 1,3-dien-2-yl triflates, which were prepared from the alkenyl ketones via silyl dienol ethers, were excellent substrates for the palladium-catalyzed reaction with soft nucleophiles giving the multisubstituted allenes in high yields. Comparison between the dienyl triflates and analogous bromodienes in the Pd-catalyzed reaction was studied as well.

摘要

[化学反应：见正文]。开发了一种将烯基酮转化为官能化丙二烯的通用方法。通过甲硅烷基二烯醇醚由烯基酮制备的取代的1,3 - 二烯 - 2 - 基三氟甲磺酸酯是钯催化与软亲核试剂反应的优良底物，能以高产率得到多取代的丙二烯。还研究了二烯基三氟甲磺酸酯与类似的溴代二烯在钯催化反应中的比较。