✦ LIBER ✦

Photochemical approach to the synthesis of naturally occurring thienylacetylenes

✍ Scribed by Maurizio D'Auria; Daniela Tofani

Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 778 KB
Volume: 48
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)85621-0

No coin nor oath required. For personal study only.

✦ Synopsis

Three naturally occurring thienylacetylenes are synthesized through a photochemical coupling of S-iodo-2-thienyl derivatives and 5-~e~~~ylsilyl_2_te~lacetylene.

Recently we have reported that the irradiation of S-iodothiophene-2-carbaldehyde (1) in the presence of 2~~~l~ophene

(2) gave a mixtore of two ~rn~~~ a ~ie~la~~lene 3 and a bi~ophene 4 (Scheme 1):

On the contrary, the same reaction, performed in the presence of phenylacetylene ( 5), gave only 6 in 54% yield. Compound 6 is a naturally occuring thiophene isolated in Bidas cosmoides, Miens forbeg ~~~~~~ lSidms micro Bidem torta,' and CoreopFrj: ~~~ and Scheme 1 6 9315

📜 SIMILAR VOLUMES

Photochemical synthesis of naturally occ

Photochemical synthesis of naturally occurring β-diketones

✍ Azizul Islam; Rajinder K. Gupta; M. Krishnamurti 📂 Article 📅 1979 🏛 Elsevier Science 🌐 French ⚖ 115 KB

The Synthesis of Naturally Occurring ()-

The Synthesis of Naturally Occurring ()-Calyculin A

✍ Dr. Norihiko Tánimoto; Dr. Samuel W. Gerritz; Dr. Akiyoshi Sawabe; Dr. Takeshi N 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 355 KB 👁 2 views

Synthesis of a naturally occurring nucle

Synthesis of a naturally occurring nucleopeptide fragment via a phosphotriester approach

✍ Cecile Schattenkerk; C.T.J. Wreesmann; Marja J. de Graaf; G.A. van der Marel; J. 📂 Article 📅 1984 🏛 Elsevier Science 🌐 French ⚖ 241 KB

Chemical Approaches Towards the Synthesi

Chemical Approaches Towards the Synthesis of Some Naturally Occurring Iminosugars

✍ Tahar Ayad; Yves Genisson; Michel Baltas 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 8 KB 👁 1 views

The Aza-xylylene Diels—Alder Approach fo

The Aza-xylylene Diels—Alder Approach for the Synthesis of Naturally Occurring 2-Alkyl Tetrahydroquinolines.

✍ Frank Avemaria; Sylvia Vanderheiden; Stefan Braese 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 173 KB 👁 2 views

The aza-xylylene Diels–Alder approach fo

The aza-xylylene Diels–Alder approach for the synthesis of naturally occurring 2-alkyl tetrahydroquinolines

✍ Frank Avemaria; Sylvia Vanderheiden; Stefan Bräse 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 297 KB

The recently discovered intramolecular aza-xylylene Diels -Alder reaction, based on a 1,4-dehydrohalogenation reaction, was extended in terms of substrates and leaving groups allowing the assembly of tetrahydroquinolines in two synthetic steps. Intramolecular cleavage of a thiocarbamate using triphe