Tin(IV) enolates from allylic O-stannyl ketyls: reactions with alkyl halides and HMPA

DOI: 10.1016/0040-4039(95)02260-0

Source and publish data:

Tetrahedron Letters p. 559 - 562 (1996)

Update date:2022-08-06

Topics:

Authors:

Enholm, Eric J.

Whitley, Paul E.

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

Article abstract of DOI:10.1016/0040-4039(95)02260-0

The mild free radical reaction of an α,β-unsaturated ketone and tributyltin radical produced a resonance-stabilized allylic O-stannyl ketyl intermediate. A subsequent hydrogen atom transfer produced a tin(IV) enolate which reacts readily with activated halides and HMPA to provide a useful and mild alternative to analogues Li-NH₃ alkylations.

Full text of DOI:10.1016/0040-4039(95)02260-0

Products guided by the article

Product name:1cis-Benzyl-9transH-10ref-methyl-decalon-⁽²⁾

Cas No:174851-16-2

R&D Labs maybe for 174851-16-2

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
Chengdu King-tiger Pharm-chem. Tech. Co., Ltd

Contact:028-85317716

Address:Tianfu Life Science Park, No. 88 South Keyuan Road, Gaoxin District, Chengdu City, Sichuan Province, PRC.
Jinan Decheng Hemu Medical Technology Co.，Ltd.

Contact:+86-531-68650525

Address:NO.554 Zhengfeng Road High-new Technology Development Zone
Hangzhou Ocean Chemical Co., Ltd.

website:http://www.hzoceanchem.com

Contact:+86-571-88025872, 28272092, 28272096

Address:Room 623 ,Building No 1 , COFCO Radius Commercial Center Xiwen Road, Xiacheng District, Hangzhou, Zhejiang Province, China
Shandong Yubin Chemical CO.,LTD

website:http://www.yukaichem.com/en.html

Contact:+86-536-8865336

Address:binhai economic development zone，262737 shangdong，china

Relevant to this article

Crystal disordering and organic solid-state reactions

Doi:10.1039/c4ce01915f
(2015)
Tin(IV) and organotin(IV) complexes containing mono or bidentate N-donor ligands-I. 1-benzylimidazole derivatives

Doi:10.1016/0277-5387(95)00384-3
(1996)
Synthesis of 1-methoxy-1H-phenanthro[9,10-c][1,2]oxazine and its transformation to triphenylene-o-dicarboxylic derivatives

Doi:10.1016/0040-4039(95)02314-3
(1996)
Synthesis and Evaluation of Some Novel 2-Amino-4-Aryl Thiazoles for Antitubercular Activity

Doi:10.1002/jhet.3098
(2018)
A base-promoted cascade reaction of α,β-unsaturated: N -tosylhydrazones with o -hydroxybenzyl alcohols: Highly regioselective synthesis of N-sec -alkylpyrazoles

Doi:10.1039/c9ob01780a
(2019)
Design, Synthesis, and Biological Evaluation of Indoline and Indole Derivatives as Potent and Selective α_1A-Adrenoceptor Antagonists

Doi:10.1021/acs.jmedchem.5b02023
(2016)

Article Doi