ArticleThe Journal of organic chemistry2011
Phosphate tether-mediated approach to the formal total synthesis of (-)-salicylihalamides A and B.
Article in The Journal of organic chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
What it found
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Who cites it
10 citing papers in PubMed.
- Synthesis of the C9-C25 Subunit of Spirastrellolide B.Organic letters · 2016Article
- Modular Synthesis of Novel Macrocycles Bearing α,β-Unsaturated Chemotypes through a Series of One-Pot, Sequential Protocols.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- A Pot-Economical Approach to the Total Synthesis of Sch-725674.Organic letters · 2016Article
- Phosphate Tether-Mediated Ring-Closing Metathesis for the Generation of P-Stereogenic, Z-Configured Bicyclo[7.3.1]- and Bicyclo[8.3.1]phosphates.The Journal of organic chemistry · 2016Article
- Phosphate Tether-Mediated Ring-Closing Metathesis for the Generation of Medium to Large,Tetrahedron · 2015Article
- Synthetic Studies to Lyngbouilloside: A Phosphate Tether-Mediated Synthesis of the Macrolactone Core.Tetrahedron letters · 2015Article
- A modular phosphate tether-mediated divergent strategy to complex polyols.Beilstein journal of organic chemistry · 2014Article
- Phosphate-tether-mediated ring-closing metathesis for the preparation of complex 1,3-anti-diol-containing subunits.Chemistry (Weinheim an der Bergstrasse, Germany) · 2013Article
- A phosphate tether-mediated, one-pot, sequential ring-closing metathesis/cross-metathesis/chemoselective hydrogenation protocol.Organic letters · 2012Article
- Synthesis and reactivity of alkyl-1,1,1-trisphosphonate esters.The Journal of organic chemistry · 2011Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
A concise formal synthesis of the cytotoxic macrolides (-)-salicylihalamides A and B is reported. Key features of the synthetic strategy include a chemoselective hydroboration, highly regio- and diastereoselective methyl cuprate addition, Pd-catalyzed formate reduction, and an E-selective ring-closing metathesis to construct the 12-membered macrocycle subunit. Overall, two routes have been developed from a readily prepared bicyclic phosphate (4 steps), a 13-step route and a more efficient 9-step sequence relying on regioselective esterification of a key diol.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.