scispace - formally typeset
Open AccessJournal ArticleDOI

A short and convenient way to produce the Taxol A-ring utilizing the Shapiro reaction

Olli P. Törmäkangas, +3 more
- 11 Mar 2002 - 
- Vol. 58, Iss: 11, pp 2175-2181
TLDR
In this paper, a Taxol A-ring building block was converted in three simple steps to various arenesulfonylhydrazones and then to the target molecule with the Shapiro reaction.
About: 
This article is published in Tetrahedron.The article was published on 2002-03-11 and is currently open access. It has received 27 citations till now. The article focuses on the topics: Shapiro reaction.

read more

Citations
More filters
Dissertation

Formal syntheses of hirsutine and rhynchophylline and progress toward the enantioselective total synthesis of citrinadin A

Martin Pettersson
Reference EntryDOI

Formation of Alkenes by Elimination

Richard C. Larock, +1 more
Journal ArticleDOI

Relay ring-closing metathesis strategies towards the synthesis of the ABC tricycle of Taxol

Joëlle Prunet
- 01 Jan 2022 - 
TL;DR: In this article , two synthetic routes towards the ABC tricycle of Taxol were presented, both involving a relay ring-closing metathesis reaction to make the central B ring in a convergent fashion.
Journal ArticleDOI

Strategies and Lessons Learned from Total Synthesis of Taxol.

Long Min, +5 more
- 14 Mar 2023 - 
TL;DR: Taxol (paclitaxel) is the best-selling natural-source anticancer drug ever produced and one of the most common prescriptions in the treatment of breast, lung, and ovarian cancers, saving countless lives around the world as discussed by the authors .
Reference EntryDOI

2,4,6‐Triisopropylbenzenesulfonylhydrazide

A. Richard Chamberlin, +2 more
TL;DR: The trisyl hydrazide (TPSH) is a potentially flammable solid which should be handled with gloves under an inert atmosphere as discussed by the authors, but it is stable in solid form at −20°C for months and may be freed from acidic impurities.
References
More filters
Book

Advanced Organic Chemistry: Reactions, Mechanisms, and Structure

Jerry March
TL;DR: Localized Chemical bonding Delocalized Chemical Bonding Bonding Weaker than Covalent Stereochemistry Carbocations, Carbanions, Free Radicals, Carbenes and Nitrenes Mechanisms and Methods of Determining them Photochemistry Acids and Bases Effects of Structure on Reactivity Aliphatic Nucleophilic Substitution Aromatic Electrophilic Substitutes Aliphatically Electrophilic Substitution Free-Radical Substitution Addition to Carbon-Carbon Multiple Bonds Adding to Carbon Hetero Multiple Bonds Eliminations Rearrangements Ox
Journal ArticleDOI

Highly efficient, practical approach to natural taxol

Jean Noel Denis, +5 more
- 01 Aug 1988 - 
Journal ArticleDOI

Chemistry and Biology of Taxol

Kyriacos C. Nicolaou, +3 more
- 17 Jan 1994 - 
TL;DR: This account attempts to bring together in a cogent overview the chemistry and biology of taxol, one of the few organic compounds, which, like benzene and aspirin, is recognizable by name to the average citizen.
Journal ArticleDOI

The chemistry of taxol

David G. I. Kingston
- 01 Oct 1991 - 
TL;DR: The chemistry of the potent anticancer diterpenoid taxol is reviewed, with an emphasis on isolation and analysis, structural modifications, partial synthesis, and structure-activity relationships.
Journal ArticleDOI

Tosylhydrazones. V. Reaction of Tosylhydrazones with Alkyllithium Reagents. A New Olefin Synthesis.

Robert Shapiro, +1 more
- 01 Oct 1967 - 
Related Papers (5)

Total synthesis of taxol

Kyriacos C. Nicolaou, +12 more
- 17 Feb 1994 - 

Short synthetic route to taxol and taxol derivatives

Philip D. Magnus

Novel synthesis method for natural product isomer (-)-6-epi-Porantheridine

Wang Xiaoji, +6 more

A new synthetic route to TTF-vinylogues

T. Imakubo, +3 more
- 01 Mar 2001 - 

Novel synthesis method of natural product (-)-Porantheridine

Wang Xiaoji, +6 more
Frequently Asked Questions (1)
Q1. What are the contributions in this paper?

This material is protected by copyright and other intellectual property rights, and duplication or sale of all or part of any of the repository collections is not permitted, except that material may be duplicated by you for your research use or educational purposes in electronic or print form.