Photocyclization reactions of epoxy nitriles via carbonyl ylides. Formation of spiroketals, spiroethers, and a spirolactone

DOI: 10.1248/cpb.43.1621

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1621 - 1628 (1995)

Update date:2022-09-26

Topics:

Authors:

Kotera Kotera

Ishii Ishii

Sakamoto

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

Article abstract of DOI:10.1248/cpb.43.1621

Photocyclization reactions (λ = 254 nm) of λ-methyl δ-(4-hydroxybutyl) and δ-(4-hydroxypentyl) α,β-unsaturated γ,δ-epoxy nitriles gave spiroketals and spiroethers diastereoselectively, whereas reaction of δ-(6- hydroxyhexyl) nitrile afforded no cyclization product. In addition, photocyclization of nitrile bearing a carboxyl group in the δ-side-chain afforded spirolactone.

Full text of DOI:10.1248/cpb.43.1621

NII-Electronic Library Service

Products guided by the article

Product name:3-<6-(tetrahydro-2-pyranyloxy)hexyl>-2-cyclohexen-1-one

Cas No:173542-31-9

R&D Labs maybe for 173542-31-9

Shangyu Sanhechemicals Co.,LTD.

Contact:86-0571-56696839

Address:Num.2952,Nanhuan Road,Binjiang District,Hangzhou,China
ChangZhou XiaQing Chemical Co., Ltd.

Contact:+86-519-88721665

Address:3# Hengluo Road, Henglin Town, Changzhou City, Jiangsu Province，China
Naturalin Bio-Resource Co., Ltd

website:http://www.naturalin.com

Contact:+86-0731-84430651

Address:B1-402, Lu-Valley Enterprise Square.No.27 Wenxuan Road. Lu-Valley Hi-Tech District.
Shanghai chemrole co.,ltd

Contact:021-50278900

Address:No.6,Room 201 ,Lane 299,bisheng road ,shanghai ,china
FOSHAN NANHAI ZHONGNAN PHARMACEUTICAL FACTORY

Contact:0086-0757-85609331

Address:XIAHENGTIAN INDUSTRIAL ZONE,SHAYONG VILLAGE,LISHUI TOWN

Relevant to this article

Synthesis, biological evaluation, and quantitative receptor docking simulations of 2-[(acylamino)ethyl]-1,4-benzodiazepines as novel tifluadom- like ligands with high affinity and selectivity for κ-opioid receptors

Doi:10.1021/jm950423p
(1996)
Doi:10.1016/S0040-4039(00)76163-6
(1968)
Cycloalkylpyranones and cycloalkyldihydropyrones as HIV protease inhibitors: Exploring the impact of ring size on structure-activity relationships

Doi:10.1021/jm960296c
(1996)
New strategy for indole synthesis from ethyl pyrrole-2-carboxylate (synthetic studies on indoles and related compounds. XXXIX)

Doi:10.1248/cpb.44.55
(1996)
A novel cyclopropane ring fragmentation of bicyclo[3.1.0]hexene epoxides to 2,5-dienals

Doi:10.1021/jo951850d
(1996)
Acyl-CoA:cholesterol O-acyltransferase (ACAT) inhibitors. 2. 2-(1,3- dioxan-2-yl)-4,5-diphenyl-1H-imidazoles as potent inhibitors of ACAT

Doi:10.1021/jm9505876
(1996)

Article Doi