Journal of Organic Chemistry p. 1726 - 1729 (1994)
Update date:2022-08-05
Topics:
Snider, Barry B.
Shi, Zhongping
O'Neil, Steven V.
Kreutter, Kevin D.
Arakaki, Tracy L.
Base-catalyzed decomposition of cyclic peroxy ketals 1c, 2c, 14, and 16 shows a strong stereochemical dependence.Isomers 2c and 16 with a pseudoequatorial hydrogen undergo a fast antiperiplanar E2 elimination to afford ene diones 4 and 17 that react further.Ester 1c, with a pseudoaxial hydrogen and a pseudoequatorial acetate side chain, reacts slowly to form the enolate, which undergoes an SN2 reaction to give epoxide 3.Peroxy ketals 14 and 15 are stable in base.Peroxy acetals 19 and 20 undergo a faster E2 elimination with loss of the pseudoequatorial acetal proton to provide alkoxide ester 21 that reacts further.
View MoreTaizhou Green Peptide Trading Co., Ltd.
Contact:13736652831
Address:Room 1501, No71, Yuehe Road, Taizhou City, Zhejiang Province, China
Zhejiang Quzhou Zhengbang Organosilicon Co.,ltd.
Contact:86-570-3375195
Address:No.17 Lingqing Road technology industry,Quzhou City,Zhejiang Province,China
Hangzhou LINGEBA Technology Co., Ltd.
Contact:+0086-571-87389059
Address:Office 1-913,NewYouth Plaza, GongShu Area, HangZhou,ZheJiang,P.R.China
Contact:+86-512-69561895
Address:No.111, Building A4, 218 Xinghu Street, Suzhou Industrial Park, P. R. China
Xian Changyue Biological Technology Co., Ltd.
website:https://www.xachangyue.com/
Contact:+86-029-88211911
Address:Keji Road NO.70
Doi:10.1071/CH12079
(2012)Doi:10.1016/0957-4166(95)00315-G
(1995)Doi:10.1021/ja01371a036
(1930)Doi:10.1248/cpb.31.612
(1983)Doi:10.1055/s-1982-29716
(1982)Doi:10.1021/jo00138a023
(1982)
