Photocyclization of diethylstilbestrol. Isolation of a stable, self-trapping dihydrophenanthrene intermediate.

Suppr

超能文献

作者信息

Doyle T D, Benson W R, Filipescu N

出版信息

J Am Chem Soc. 1976 May 26;98(11):3262-7. doi: 10.1021/ja00427a035.

DOI:10.1021/ja00427a035

PMID:1262645

Abstract

摘要

相似文献

Photocyclization of diethylstilbestrol. Isolation of a stable, self-trapping dihydrophenanthrene intermediate.

J Am Chem Soc. 1976 May 26;98(11):3262-7. doi: 10.1021/ja00427a035.

Preparation of phenanthrenes by photocyclization of stilbenes containing a tosyl group on the central double bond. A versatile approach to the synthesis of phenanthrenes and phenanthrenoids.

J Org Chem. 2010 Oct 15;75(20):6764-70. doi: 10.1021/jo100742e.

Synthesis of alkyl-substituted benzo[c]phenanthrenes and chrysenes by photocyclization.

J Org Chem. 1977 Oct 28;42(22):3626-8. doi: 10.1021/jo00442a041.

Base-induced photocyclization of 1,2-diaryl-1-tosylethenes. A mechanistically novel approach to phenanthrenes and phenanthrenoids.

Org Lett. 2003 Dec 25;5(26):4939-41. doi: 10.1021/ol0357954.

Competition between photoisomerization and photocyclization of the cis isomers of n-styrylnaphthalenes and -phenanthrenes.

J Phys Chem A. 2009 Dec 31;113(52):14521-9. doi: 10.1021/jp904017e.

Quantitative determination and confirmation of low levels of diethylstilbestrol in feeds.

J Assoc Off Anal Chem. 1972 Nov;55(6):1345-53.

9, 10-Dihydrophenanthrene derivatives from Pholidota yunnanensis and scavenging activity on DPPH free radical.

J Asian Nat Prod Res. 2007 Mar;9(2):165-74. doi: 10.1080/10286020500480522.

Formation of a 1-hydroxycorrin complex by photochemical A-D-secocorrin leads to corrin cycloisomerization.

Angew Chem Int Ed Engl. 1973;12(11):912-6. doi: 10.1002/anie.197309121.

[Photochemical synthesis of ephedrine-type compounds. III: photocyclization of 3-(alkyl-amino) propiophenones to 2-(alkylamino)cyclopropan-1-ols and their isomerization (author's transl)].

Arch Pharm (Weinheim). 1978 Apr;311(4):341-5. doi: 10.1002/ardp.19783110411.

Antifibrotic phenanthrenes of Dendrobium nobile stems.

J Nat Prod. 2007 Dec;70(12):1925-9. doi: 10.1021/np070423f. Epub 2007 Dec 6.

引用本文的文献

Reversible -to- photoisomerization and irreversible photocyclization reactions of a Co-coordinated stilbene derivative on chiral di-β-diketonate lanthanide complexes.

RSC Adv. 2023 Jan 13;13(4):2269-2282. doi: 10.1039/d2ra07133a. eCollection 2023 Jan 11.

Shining light on clay-chromophore hybrids: layered templates for accelerated ring closure photo-oxidation.

Chem Sci. 2015 Nov 1;6(11):6334-6340. doi: 10.1039/c5sc02215k. Epub 2015 Jul 17.

Stabilising fleeting intermediates of stilbene photocyclization with amino-borane functionalisation: the rare isolation of persistent dihydrophenanthrenes and their [1,5] H-shift isomers.

Chem Sci. 2018 Mar 27;9(15):3844-3855. doi: 10.1039/c8sc00560e. eCollection 2018 Apr 21.

Estrogenic activity in vivo and in vitro of some diethylstilbestrol metabolites and analogs.

Proc Natl Acad Sci U S A. 1978 Jan;75(1):468-71. doi: 10.1073/pnas.75.1.468.

文献AI研究员

20分钟写一篇综述，助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型，支持多种主流文档格式。

立即体验