Three-component coupling of acylphosphonates and two carbonyl compounds promoted by low-valent samariums:: One-pot synthesis of β-hydroxyphosphonates

被引：25

作者：

Takaki, K ^{[1
]}

Itono, Y

Nagafuji, A

Naito, Y

Shishido, T

Takehira, K

Makioka, Y

Taniguchi, Y

Fujiwara, Y

机构：

[1] Hiroshima Univ, Fac Engn, Dept Appl Chem, Higashihiroshima 7398527, Japan

[2] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 02期

关键词：

D O I：

10.1021/jo991357s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three-component coupling of acylphosphonates and two carbonyl compounds leading to beta-hydroxyphosphonates has been achieved with low-valent samariums. Thus, acylphosphonates reacted with aldehydes in the presence of semicatalytic amounts of samarium metal or SmI2 to give acyloxy-phosphonates in good yields. The second coupling reaction of the acyloxyphosphonates with aldehydes or ketones promoted by SmI2 afforded beta-hydroxyphosphonates instead of olefins. Moreover, these two reactions could be carried out in one pot.

引用

页码：475 / 481

页数：7

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