Synthesis p. 661 - 667 (1997)
Update date:2022-08-30
Topics:
B?hmer, Jutta
Hampel, Frank
Schobert, Rainer
The addition of potassium enoxyborates to the chelated allyl-ironcarbene complex 1 leads to the corresponding η-(3E)-1,3-diene complexes 2 in fair yields. Complexes 2 can be demetalated with ceric ammonium nitrate (CAN) to give unrearranged (3E)-6-oxo-1.3-dienes 3. Prior to decomplexation, the carbonyl group can be further modified. This is demonstrated by the syntheses of the natural terpene alcohol hotrienol and of a complexed methylene- separated dienyne. Potassium enoxyborates are superior to lithium enolates as they are readily prepared in situ from a variety of aldehydes and ketones which do not form sufficiently stable lithium derivatives. In contrast to lithium enolates, only C- C coupling products derived from the 'kinetic' regioisomers are formed from unsymmetrical aliphatic ketones.
View MoreYingYing Pharmaceutical Co.,Ltd
Contact:86-18854126208
Address:55#, yingxiongshan road
ShangHai Original Economy-Trade Develop Co.,Ltd.,
Contact:86-21-68552131
Address:shanghai
Frapp's Chemical (NFTZ) Co.,Ltd
Contact:+86-576-86137892
Address:General Chamber of Commercial Building, 159 Wanchang Middle Road, Wenling, Zhejiang, China
Shanghai Pinewood Fine Chemical Co., Ltd.
website:http://www.pinewoodchem.com
Contact:0086-21-62417129,62414096
Address:Suite B, 27F, No.2, Lane 600, Tianshan Road, Shanghai
Ningbo Tide Imp. & Exp. Co., Ltd.
Contact:+86-571-8993 7933; +86-571-8993 6453
Address:7/F Anno Domini Building, Tower South, 8 Qiu Shi Road,Hangzhou,China.
Doi:10.1016/j.bmcl.2006.08.024
(2006)Doi:10.1002/ardp.19863190515
(1986)Doi:10.1016/j.inoche.2011.05.030
(2011)Doi:10.1246/cl.2003.484
(2003)Doi:10.1039/c3ob00012e
(2013)Doi:10.1039/a708738a
(1998)