Advanced Synthesis and Catalysis p. 839 - 842 (2010)
Update date:2022-08-03
Topics:
Sun, Jianwei
Keller, Valerie A.
Meyer, S. Todd
Kozmin, Sergey A.
We describe the development of a silvercatalyzed carbonyl olefination employing electronrich siloxyalkynes. This process constitutes an efficient synthesis of trisubstituted unsaturated esters, and represents an alternative to the widely utilized Horner-Wadsworth-Emmons reaction. Excellent diastereoselectivities are observed for a range of aldehydes using either 1-siloxy-l-propyne or 1-siloxy1-hexyne. This mild catalytic process also enables chemoselective olefination of aldehydes in the presence of either ester or ketone functionality. Furthermore, since no by-products are generated, this catalytic process is perfectly suited for development of sequential reactions that can be carried out in a single flask.
View MoreShanghai Rich Chemicals Co., Ltd
website:http://www.richchemical.com
Contact:+86-21-20255798
Address:Pudong Shanghai,China
Sanming Coffer Fine Chemical Industrial Co., Ltd
website:http://www.cofferxm.com/
Contact:+86-598-5853979
Address:Jin-sha Yuan Chuang-ye Park,Hi-Tech Development Zone,Sanming City P.R.China
Dalian Join King Biochemical Tech. Co., Ltd.
Contact:0411 39216206
Address:814 First State Blvd
JIANGXI ZHANGFENG CHEMICAL CO., LTD.
Contact:+86-0799-3413066
Address:Xiyuan village, Xiabu Town, Xiangdong District
Jingzhou TianHe Sci&Tech Chemical Co., Ltd.
Contact:86-716-8331612
Address:Jiangjin Road, #18, High-grade technology industries development district, Jingzhou city, Hubei province
Doi:10.1016/j.bmcl.2010.02.071
(2010)Doi:10.3987/COM-11-12248
(2011)Doi:10.1080/00304941003676895
(2010)Doi:10.1016/j.jorganchem.2010.02.022
(2010)Doi:10.1002/ejic.201402286
(2014)Doi:10.1021/jo1004235
(2010)