Journal of Organic Chemistry p. 441 - 449 (1990)
Update date:2022-08-05
Topics:
Suzuki, Masaaki
Morita, Yasushi
Noyori, Ryoji
1-Substituted allenyltrialkylstannanes readily undergo transmetalation with an alkyllithium to generate a tetraalkylstannane and an equilibrating mixture of the allenyl- and propargyllithium compounds.The organolithium derivatives react with a variety of aldehydes and ketones at low temperature to give, after aqueous workup, the regioisomeric acetylenic and allenic carbinols in high yields.The degree of the regioselection is highly sensitive to the steric and electronic properties of the carbonyl substrates.Excellent acetylene selectivities are obtainable by combination of the bulky reagents and substrates or by using acylsilanes as carbonyl components.The origin of the regioselectivity is discussed.
View MoreContact:+86-25-52346955
Address:199,JIANYE ROAD,NANJING,CHINA
FREEBARQUE DEVELOPMENT GROUP LIMITED
Contact:+86(0)10-5109 5335 or 5109 5345
Address:Room602,Block1-B,LINGDI OFFICE,NO.13 BEIYUAN ROAD
Suzhou Credit International Trading Co., Ltd
Contact:+86-512-65398039
Address:Qingdeng, Hightech. District, Suzhou
Kunshan Yalong Trading Co,.Ltd
Contact:86-512-57621185
Address:805-807 Room Hongqiao Mansion ,1088 West Qianjin Road, Kunshan, Jiangsu,China
Yancheng Creator Chemical Co., Ltd
Contact:0086-515-88710008 88710068 88710858 88710868
Address:No.21 Renming Road, Longgang Town, Yandu County,Yancheng City
Doi:10.1002/ejoc.201000601
(2010)Doi:10.1039/c0dt00483a
(2010)Doi:10.1016/j.tet.2011.12.055
(2012)Doi:10.1021/ol1013476
(2010)Doi:10.1016/j.tetlet.2017.09.076
(2017)Doi:10.1039/b926599f
(2010)