Palladium(II)-catalyzed formation of γ-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects

DOI: 10.1016/0040-4020(96)00567-4

Source and publish data:

Tetrahedron p. 10405 - 10416 (1996)

Update date:2022-08-03

Topics:

Authors:

Compain, Philippe

Gore, Jacques

Vatele, Jean-Michel

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

Article abstract of DOI:10.1016/0040-4020(96)00567-4

γ-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation: it involves two successive trans-hydroxypalladations followed by a [PdXSiMe₃] syn-elimination and explains why the presence of the silyl group is essential in such a process.

Full text of DOI:10.1016/0040-4020(96)00567-4

Products guided by the article

Product name:Aziridine, 2-ethyl-1-[(4-methylphenyl)sulfonyl]-, (2R)-

Cas No:188816-39-9

R&D Labs maybe for 188816-39-9

LINAN HAIHUA CHEMICAL CO LTD

Contact:86-571-61063068

Address:LINAN
ZK Biochem Group Co., Ltd

Contact:+86-532-80762375

Address:No. 6, Hongkong Middle Road, Qingdao, China
Jiangsu Feymer Technology Co., Ltd.

Contact:+86-512-58110132

Address:Fenghuang Town, Zhangjiagang City, Jiangsu Province, China
xuri chemicals co., ltd

Contact:86-516-66656369

Address:The west road of Huaihai, Xuzhou, China
Taiwan Surfactant Corp.

Contact:886 2 2541 0022

Address:8 Fl., No. 11, Sec. 1, Chung Shan North Rd., Taipei, Taiwan R.O.C.

Relevant to this article

Synthesis of 5'-C-hydroxyalkylthymidines and their incorporation into oligodeoxynucleotides

Doi:10.1016/S0040-4039(97)00386-9
(1997)
Regio- and stereoselective addition of methane- and bromomethanesulfonyl bromides to 1-Phenylthiotricyclo[4.1.0.0^2,7]heptane

Doi:10.1134/S1070428010050027
(2010)
Doi:10.1021/jo00806a025
(1971)
Synthesis and dynamic NMR studies of fluxionality in palladium (II) and platinum(II) complexes of 2,4,6-tris(2-pyridyl)-1,3,5-triazine (TPT) and 2,4,6-tris(2-pyridyl)-pyrimidine (TPP)

Doi:10.1016/s0020-1693(97)05670-3
(1997)
Synthesis of pyridazino[3,4-b][1,5]benzodiazepin-5-ones and their biological evaluation as non-nucleoside HIV reverse transcriptase inhibitors

Doi:10.1002/ardp.19973300108
(1997)
Selective N-Prop-2-ynylation of Heterocycles induced by Solid-Liquid Phase Transfer Catalysis without Solvent and Use of Solid Inorganic Supports

Doi:10.1039/c39850001730
(1985)

Article Doi