Dialkylation of 2,3-butanedione diketal with 1,8-bis(trimethylsilyl)-2,6-octadiene (BISTRO). Application to the synthesis of estrone derivatives

doi:10.1016/0040-4020(96)00460-7

Paper

DOI: 10.1016/0040-4020(96)00460-7

Dialkylation of 2,3-butanedione diketal with 1,8-bis(trimethylsilyl)-2,6-octadiene (BISTRO). Application to the synthesis of estrone derivatives

Published Jul 1, 1996 · H. Pellissier, M. Santelli

Tetrahedron

Q3 SJR score

Citations

Influential Citations

Full textSemantic Scholar

Abstract

Abstract hidden due to publisher request; this does not indicate any issues with the research. Click the full text link above to read the abstract and view the original source.

Study Snapshot

Dialkylation of 2,3-butanedione diketal with 1,8-bis(trimethylsilyl)-2,6-octadiene (BISTRO) leads to the synthesis of estrone derivatives.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Full text analysis coming soon...

References

DOI: 10.1021/JA00030A005

Torquoselectivity in the electrocyclic conversion of benzocyclobutenes to o-xylylenes

The torquoselectivity in electrocyclic conversion of benzocyclobutenes to o-xylylenes is influenced by the substituent groups, with cyano and ester groups rotating outwards and formyl group turning inwards.

1992·94citations·C. W. Jefford et al.·Journal of the American Chemical Society

Journal of the American Chemical Society

DOI: 10.1002/ANIE.198405393

Cobalt‐Mediated [2 + 2 + 2]‐Cycloadditions: A Maturing Synthetic Strategy [New Synthetic Methods (43)]

This method enables the synthesis of novel, interesting molecules and unique approaches to natural products like protoberberines, steroids, vitamin B6, and camptothecin.

1984·554citations·K. Peter C. Vollhardt·Angewandte Chemie

Angewandte Chemie

DOI: 10.1016/S0040-4020(01)86649-7

Acylation of 1,3-bis(trimethylsilyl)-propene and 1,8-bis(trimethylsliyl)-1,7-octadiene. Obtention of (±)-1-alkyl-2,5-divinylcyclopentanols.

Acylation of 1,3-bis(trimethylsilyl)-propene and 1,8-bis(trimethylsilyl)-1,7-octadiene leads to 1-alkyl-2,5-divinylcyclopentanols and 1-acyl-2-trimethyl

1988·33citations·A. Tubul et al.·Tetrahedron

Tetrahedron

DOI: 10.1016/S0040-4020(01)98954-9

Studies on the stereochemical course of intramolecular cycloaddition reactions of olefinic o-quinodimethanes-stereoselective synthesis of 8α, 9α, 14β-estranes

This study presents a stereoselective synthesis of 8, 9, 14-estradiol and its 11-oxo derivative via thermolysis of 1-tert-butoxy-2-[2-(4-methoxybenzocyclobutenyl)ethyl

1981·16citations·T. Kametani et al.·Tetrahedron

Tetrahedron

Citations

DOI: 10.1039/c8cs00350e

Aryne-based strategy in the total synthesis of naturally occurring polycyclic compounds.

Aryne-based strategies have shown promise in total syntheses of naturally occurring polycyclic compounds, with recent reports focusing on multistep syntheses.

2018·74citations·H. Takikawa et al.·Chemical Society reviews

Chemical Society reviews

DOI: 10.1016/J.CRCI.2014.08.003

Anti-Markovnikov stereoselective addition of bis(trimethylsilyl)octadiene to ketal obtained by unprecedented retro-Claisen condensation of 3-hydroxy-2,4-pentanedione bis-ketal

This study demonstrates an unprecedented retro-Claisen condensation in Lewis acid-mediated cycloaddition of 1,8-bis(trimethylsilyl)-2,6-octadiene to bis-ketals, leading to a substituted 2,2,3-trimethoxybutane.

2014·0citations·D. Moraleda et al.·Comptes Rendus Chimie

Comptes Rendus Chimie

DOI: 10.1002/0471264180.OR081.01

The Krapcho Dealkoxycarbonylation Reaction of Esters with α‐Electron‐Withdrawing Substituents

The Krapcho reaction allows for the synthesis of natural products without strongly aqueous acidic or alkaline conditions, and tolerates many functional and protecting groups.

2013·11citations·A. Krapcho et al.·Organic Reactions

Organic Reactions

DOI: 10.1016/j.steroids.2011.11.003

Synthesis and characterization of (±)-13-hydroxy-3,11-diaza steroids

This study presents an efficient strategy for introducing nitrogen atoms in key positions of the steroidal skeleton using intramolecular Diels-Alder cycloaddition, with spectroscopic features reported.

2012·9citations·Malika Ibrahim-ouali et al.·Steroids

Steroids

DOI: 10.1016/j.steroids.2011.03.012

Efficient synthesis of 17-acetyl-13-(p-bromophenyl)-3-methoxy-11,11-bis(methoxycarbonyl)gona-1,3,5(10)-trienes

This study demonstrates an efficient synthesis of 17-acetyl-13-(p-bromophenyl)-3-methoxy-11,11-bis(methoxycarbonyl)gona-1,3,5(10)-trienes in five or six steps using readily available materials.

2011·3citations·Nicolas Galy et al.·Steroids

Steroids

DOI: 10.1016/J.TET.2011.03.080

First total syntheses of (±)-3-aza-11-selena and (±)-3-aza-11-tellura steroids

This study successfully synthesized ()-3-aza-11-selena and ()-3-aza-11-tellura steroids using intramolecular Diels-Alder cycloaddition, matching the trans-anti-trans ring configuration of natural products.

2011·18citations·Malika Ibrahim-ouali et al.·Tetrahedron

Tetrahedron

DOI: 10.1016/J.TET.2009.06.052

Stereoselective synthesis of CD-ring precursors of vitamin D derivatives

Two efficient approaches for synthesizing vitamin D trans-hydrindane building blocks are proposed, enabling access to both enantiomers and further derivatizations.

2009·21citations·R. Rodriguez et al.·Tetrahedron

Tetrahedron