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Literature DB >> 17645344

Synthesis of resorcinol derived spironitronates.

Maurice A Marsini¹, Yaodong Huang, Ryan W Van De Water, Thomas R R Pettus.

Abstract

Syntheses of several unique spironitronates are reported. The key transformation involves the first known example of an ipso oxidative cyclization of nitro functionality. Oxidation proceeds from both o- and p-phenols. Reductions of these compounds provide novel spiroisoxazoline derivatives.

Entities: Chemical

Mesh：

Substances：

Year: 2007 PMID： 17645344 PMCID： PMC2435179 DOI： 10.1021/ol0710257

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

13 in total

1. A mild anionic method for generating o-quinone methides: facile preparations of ortho-functionalized phenols.

Authors: R M Jones; R W Van De Water; C C Lindsey; C Hoarau; T Ung; T R Pettus
Journal: J Org Chem Date: 2001-05-18 Impact factor: 4.354

2. Chelation-controlled reduction: stereoselective formation of syn-1,3-diols and synthesis of compactin and mevinolin lactone.

Authors: Arun K Ghosh; Hui Lei
Journal: J Org Chem Date: 2002-12-13 Impact factor: 4.354

3. Cyclohexadienone ketals and quinols: four building blocks potentially useful for enantioselective synthesis.

Authors: D Magdziak; S J Meek; T R R Pettus
Journal: Chem Rev Date: 2004-03 Impact factor: 60.622

Review 4. Marine natural products.

Authors: D J Faulkner
Journal: Nat Prod Rep Date: 1998-04 Impact factor: 13.423

5. Metabolism in porifera. I. Some studies on the biosynthesis of fatty acids, sterols and bromo-compounds by the sponge Verongia aerophoba.

Authors: M De Rosa; L Minale; G Sodano
Journal: Comp Biochem Physiol B Date: 1973-08-15

6. Total synthesis of (+)-rishirilide B: development and application of general processes for enantioselective oxidative dearomatization of resorcinol derivatives.

Authors: Lupe H Mejorado; Thomas R R Pettus
Journal: J Am Chem Soc Date: 2006-12-13 Impact factor: 15.419

7. Efficient synthesis of tyrosine-derived marine sponge metabolites via acylation of amines with a coumarin.

Authors: J Jonathan Harburn; Nigam P Rath; Christopher D Spilling
Journal: J Org Chem Date: 2005-08-05 Impact factor: 4.354

8. Unusual cycloadditions of o-quinone methides with oxazoles.

Authors: Christopher C Lindsey; Thomas R R Pettus
Journal: Tetrahedron Lett Date: 2006-01-09 Impact factor: 2.415

9. Diastereoselective dearomatization of resorcinols directed by a lactic acid tether: unprecedented enantioselective access to p-quinols.

Authors: Lupe H Mejorado; Christophe Hoarau; Thomas R R Pettus
Journal: Org Lett Date: 2004-05-13 Impact factor: 6.005

10. Biosynthesis of brominated tyrosine metabolites by Aplysina fistularis.

Authors: J R Carney; K L Rinehart
Journal: J Nat Prod Date: 1995-07 Impact factor: 4.050

8 in total

1. One Pot Spiropyrazoline Synthesis via Intramolecular Cyclization/Methylation.

Authors: Sureshbabu Dadiboyena; Ashton T Hamme
Journal: Tetrahedron Lett Date: 2011-05-18 Impact factor: 2.415

2. Solid Phase Synthesis of Isoxazole and Isoxazoline-carboxamides via [2+3]-Dipolar Cycloaddition Using Resin-bound Alkynes or Alkenes.

Authors: Sureshbabu Dadiboyena; Adel Nefzi
Journal: Tetrahedron Lett Date: 2012-04-18 Impact factor: 2.415

3. A strategy for the late-stage divergent syntheses of scyphostatin analogues.

Authors: Jacob Y Cha; G Leslie Burnett; Yaodong Huang; Jarrod B Davidson; Thomas R R Pettus
Journal: J Org Chem Date: 2011-01-21 Impact factor: 4.354

4. Pericyclic reaction of a zwitterionic salt of an enedione-diazoester. A novel strategy for the synthesis of highly functionalized resorcinols.

Authors: Yu Liu; Kanwarpal Bakshi; Peter Zavalij; Michael P Doyle
Journal: Org Lett Date: 2010-10-01 Impact factor: 6.005