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Synthesis, resolution, and applications of 2, 2'-bis(diphenylphosphino)-3,3'- binaphtho[2,1-b]furan.
Organic Letters ( IF 4.9 ) Pub Date : 2000 Sep 7
Andersen, N G, Parvez, M, Keay, B A

[structure: see text] A short five-step synthesis of (+/-)-2,2'-bis(diphenylphosphino)-3, 3'-binaphtho[2,1-b]furan (BINAPFu, 1) starting from 2-naphthoxyacetic acid is reported. The resolution of BINAPFu 1 was possible using our newly developed resolution procedure for phosphines wherein (1S)-camphorsulfonyl azide was used to prepare the bisphosphinimine of BINAPFu via the Staundinger reaction. BINAPFu consistently outperformed BINAP in an asymmetric Heck reaction between 2,3-dihydrofuran and phenyl triflate.

中文翻译:

2,2'-双(二苯基膦基)-3,3'-双萘并[2,1-b]呋喃的合成,拆分及应用。

[结构:参见正文]从[...]开始的短短五步合成(+/-)-2,2'-双(二苯基膦基)-3,3'-联萘[2,1-b]呋喃(BINAPFu,1)报道了2-萘氧基乙酸。使用我们新开发的膦拆分方法可以拆分BINAPFu 1,其中使用(1S)-樟脑磺酰叠氮化物通过Staundinger反应制备BINAPFu的双膦亚胺。BINAPFu在2,3-二氢呋喃和三氟甲磺酸苯酯之间的不对称Heck反应中始终优于BINAP。
更新日期:2017-01-31
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