Trifluoromethanesulfonic (Triflic) Acid Catalyzed Transformations of α-Hydroxy Carbonyl Compounds

DOI: 10.1021/jo00007a048

Source and publish data:

Journal of Organic Chemistry p. 2531 - 2534 (1991)

Update date:2022-08-04

Topics:

Authors:

Olah, George A.

Wu, An-hsiang

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00007a048

Triflic acid catalyzed reaction of 2-hydroxy-2-adamantanecarboxylic acid results via ionizative decarbonylation in the formation of adamantanone.Under carbon monoxide pressure pinacol-type rearrangement gives 4,5-homoadamantanedione.Reactions of a series of α-hydroxy ketones result in fragmentation, deprotonation, and cyclization, respectively.The reactions and their suggested mechanism are discussed.

Full text of DOI:10.1021/jo00007a048

Products guided by the article

Product name:α-(trimethylsiloxy)-2-adamantanyl phenyl ketone

Cas No:132959-20-7

R&D Labs maybe for 132959-20-7

Jinan Jiaquan Chemical Co.,Ltd

Contact:+86-531-62318366

Address:Room 502 of Yidonghuayuan No.601 Huaxin Road Licheng District Jinan China
Beijing Century Richap Chemistry Co.,Ltd

Contact:+86- 010-64455497

Address:Guannan County, Lianyungang City, Jiangsu Province, China
Li's chemicals

Contact:+86-15850770348

Address:51 OF XIANGFANGCUN ROAD, Nanjing 210002, China
Hangzhou yi lu biont technology Co., LTD

Contact:+86-571-88152630

Address:Hangzhoushi HuafengRoad Yicheng3Building1001room.
Guangzhou Probig Fine Chemical Co., Ltd.

Contact:020-86297874

Address:No.2, 1/F, No.20, Hetai Road,Hebian Village, Baiyun District,Guangzhou,China

Relevant to this article

First example of [3,3]-sigmatropic rearrangement in the series of 2-(prop-2-yn-1-ylsulfanyl)-1,4,5,6,7,8-hexahydroquinolines

Doi:10.1134/S1070428011070268
(2011)
Synthesis and in vivo evaluation of [O-methyl-¹¹C] N-[3,5-dichloro-2-(methoxy)phenyl]-4-(methoxy)-3-(1-piperazinyl) benzenesulfonamide as an imaging probe for 5-HT₆ receptors

Doi:10.1016/j.bmc.2011.06.090
(2011)
Transformations of the Iboga alkaloids voacangine and conopharyngine

Doi:10.1002/hlca.19750580130
(1975)
Hyperbranched polytriazoles with high molecular compressibility: Aggregation-induced emission and superamplified explosive detection

Doi:10.1039/c0jm04100a
(2011)
Synthesis of new unnatural N^α-Fmoc pyrimidin-4-one amino acids: Use of the p-benzyloxybenzyloxy group as a pyrimidinone masking group

Doi:10.1039/c4ob02235a
(2014)
5-Aryl-imidazolin-2-ones as a scaffold for potent antioxidant and memory-improving activity

Doi:10.1016/j.bmcl.2007.12.064
(2008)

Article Doi