Cyclization of (4-Methoxy-5-hexenyl)lithium

DOI: 10.1021/jo00101a010

Source and publish data:

Journal of Organic Chemistry p. 6528 - 6533 (1994)

Update date:2022-09-26

Topics: Regioselectivity NMR spectroscopy Stereochemistry Deprotonation Cyclization Alkene Workup Intramolecular Reaction Nucleophilic Attack Quenching Ring-closing reaction Gas chromatography (GC) Anionic Cyclization carbanion Organolithium reagent Low-temperature reaction Methoxy group (-OCH?)

Authors:

Bailey, William F.

Jiang, Xing-Long

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

Article abstract of DOI:10.1021/jo00101a010

The cyclization of (4-methoxy-5-hexenyl)lithium (1), which was prepared by lithium-iodine exchange between 3-methoxy-6-iodo-1-hexene (2) and 1.75 molar equiv of t-BuLi in diethyl ether-n-pentane solution at -78 deg C, has been investigated in variety of solvent systems.The isomeric composition of the cis- and trans-1-methoxy-2-methylcyclopentane produced upon cyclization of 1 followed by quench with MeOH has been found to be dramatically dependent on the solvent system in which the isomerization is conducted.

Full text of DOI:10.1021/jo00101a010

Products guided by the article

Product name:cis-1-Methoxy-2-methylcyclopentane

Cas No:81640-16-6

R&D Labs maybe for 81640-16-6

Suzhou SuKaiLu Chemical Technology Co., Ltd.

Contact:+86-512-62766020

Address:Floor 4, Building 1, Xinyi Pharmaceutical Valley Wisdom Industrial Park, 415 Changyang Street, Suzhou Industrial Park, Jiangsu Province
Shandong LuZhou Amino Acid Co., Ltd

Contact:86-539-2218025

Address:yishui economic and technical development zone zhenxing south road
HOST COUNTRY LIMITED

Contact:+852 83038667

Address:Room 1502, 15th Floor, SPA Centre,53-55 Lockhart Road, Wanchai, Hong Kong
Jingzhou TianHe Sci&Tech Chemical Co., Ltd.

Contact:86-716-8331612

Address:Jiangjin Road, #18, High-grade technology industries development district, Jingzhou city, Hubei province
HUNAN CHEMAPI BIOLOGICAL TECHNOLOGY CO.,LTD.

Contact:+86-186-02659358

Address:1004, building 3, Wanke Jinsemaitianyuan, 498 Guitang Road, Yuhua District, Changsha City, Hunan Province, China

Relevant to this article

A new multicomponent domino reaction of 1,3-dicarbonyl compounds: One-pot access to polycyclic N/O-, N/S-, and N/N-aminals

Doi:10.1021/ol010056d
(2001)
Cyclic analogue of S-benzylisothiourea that suppresses kynurenine production without inhibiting indoleamine 2,3-dioxygenase activity

Doi:10.1016/j.bmcl.2018.07.034
(2018)
Synthesis and hypolipidemic activity of N-phthalimidomethyl tetra-O-acyl-α-D-mannopyranosides

Doi:10.1016/S0008-6215(01)00088-X
(2001)
Synthesis and structures of vinamidine Mn^II, Zn^II, and Cd^II iodine derivatives

Doi:10.1002/1099-0682(200106)2001:6<1613::AID-EJIC1613>3.0.CO;2-Z
(2001)
Catalytic Lewis and Br?nsted acid syn-diastereoselective benzylic substitutions of α-hydroxy-β-nitro- and α-hydroxy-β-azido-alkyl arenes

Doi:10.1139/cjc-2020-0016
(2020)
X-ray investigations of sulfur-containing fungicides. II. Intramolecular forces governing the conformation of four novel α-phenylazo- and α-phenylhydrazono-β-ketosulfones

Doi:10.1107/S0108768100013197
(2001)

Article Doi