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Journal ArticleDOI

Synthesis of ABCtaxoid ring systems via a convergent strategy

Kyriacos C. Nicolaou, +3 more
- 01 Jan 1993 - 
- Iss: 12, pp 1024-1026
TLDR
Intermediates 4 and 5 have been coupled via a Shapiro reaction to afford compound 6 which has been further elaborated to the ABCtaxcid systems 11and 12via a McMurry pinacol cyclization to 11followed by oxidation to 12.
Abstract: 
Intermediates 4 and 5have been coupled via a Shapiro reaction to afford compound 6 which has been further elaborated to the ABCtaxcid systems 11and 12via a McMurry pinacol cyclization to 11followed by oxidation to12.

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Citations
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Journal ArticleDOI

Total synthesis of taxol

Kyriacos C. Nicolaou, +12 more
- 17 Feb 1994 - 
TL;DR: The total synthesis of taxol is reported by a convergent strategy, which opens a chemical pathway for the production of both the natural product itself and a variety of designed taxoids.
Journal ArticleDOI

Reagent-Controlled Transition-Metal-Catalyzed Radical Reactions

Andreas Gansäuer, +1 more
- 14 Jul 2000 - 
TL;DR: Chain reactions constituted an important breakthrough in the application of radical chemistry in organic synthesis, and the use of chain reactions has resulted in a number of very impressive total syntheses of natural products.
Journal ArticleDOI

Pharmaceuticals that contain polycyclic hydrocarbon scaffolds

Tegan P. Stockdale, +1 more
- 19 Oct 2015 - 
TL;DR: This review highlights approximately 20 all carbon cage containing pharmaceuticals, ranging in structure from bicyclo[2.2.1] through to adamantane, including some in the top-selling pharmaceutical bracket.
Journal ArticleDOI

A formal total synthesis of taxol aided by an automated synthesizer.

Takayuki Doi, +5 more
- 18 Sep 2006 - 
TL;DR: A 36-step synthesis was carried out in automated synthesizers to provide a synthetic key intermediate of taxol using a microwave-assisted alkylation reaction to construct the ABC ring system from an AC precursor.
Journal ArticleDOI

Stereoselective Pinacol Coupling in Aqueous Media

Michael C. Barden, +1 more
- 12 Jun 1996 - 
References
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Journal ArticleDOI

Carbonyl-coupling reactions using low-valent titanium

John E. McMurry
- 01 Nov 1989 - 
Journal ArticleDOI

An optimized procedure for titanium-induced carbonyl coupling

John E. McMurry, +2 more
- 01 Jul 1989 - 
Journal ArticleDOI

2,4,6-Tri-isopropylbenzenesulphonyl hydrazide: A convenient source of di-imide

N.J. Cusack, +3 more
- 01 Jan 1976 - 
Journal ArticleDOI

Synthesis of a taxane triene

Andrew S. Kende, +4 more
- 01 Jun 1986 - 
Journal ArticleDOI

Synthesis of 1,2-cycloalkanediols by intramolecular titanium-induced pinacol coupling

John E. McMurry, +1 more
- 01 Jan 1989 - 
TL;DR: In this paper, seven representative 1,2-cycloalkanediols of ring size 6-14 were prepared by titanium-induced pinacol coupling of dialdehydes.
Related Papers (5)

Total synthesis of taxol

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

First total synthesis of taxol. 2. Completion of the C and D rings

Robert A. Holton, +8 more
- 01 Feb 1994 - 

Carbonyl coupling reactions using transition metals, lanthanides, and actinides

Bruce E. Kahn, +1 more
- 01 Aug 1988 - 

Total Synthesis of Taxol. 2. Construction of A and C Ring Intermediates and Initial Attempts To Construct the ABC Ring System

Kyriacos C. Nicolaou, +9 more
- 01 Jan 1995 - 

Carbonyl-coupling reactions using low-valent titanium

John E. McMurry
- 01 Nov 1989 -