62706-41-6

Usage

InChI:InChI=1/C15H20O/c1-10-5-4-6-11(2)14-9-15(16)12(3)8-13(14)7-10/h5,8-9,11,16H,4,6-7H2,1-3H3/b10-5-/t11-/m1/s1

Upstream product

• 32723-67-4 3-methyl-4-anisaldehyde 
• 6880-04-2 4-methoxy-3-methylbenzoic acid 
• 170168-28-2 Methanesulfonic acid 5-bromo-2-methyl-4-(6-methyl-7-oxo-1,4-dioxa-spiro[4.4]non-6-ylmethyl)-phenyl ester 
• 160281-65-2 Methanesulfonic acid 5-bromo-2-methyl-4-(1-methyl-2,5-dioxo-cyclopentylmethyl)-phenyl ester 
• 170168-30-6 6-(2-Bromo-4-methoxy-5-methyl-benzyl)-6-methyl-1,4-dioxa-spiro[4.4]nonan-7-one 
• 170168-29-3 6-(2-Bromo-4-hydroxy-5-methyl-benzyl)-6-methyl-1,4-dioxa-spiro[4.4]nonan-7-one 
• 160281-70-9 6-Methoxy-4,7,9a-trimethyl-1a,2,3,4,9,9a-hexahydro-1-oxa-benzo[a]cyclopropa[d]cyclooctene 
• 160281-71-0 2-bromo-4-mesyloxy-5-methylbenzyl bromide 
• 170168-41-9 2-Methoxy-3,6,10-trimethyl-5,8,9,10-tetrahydro-6H-benzocycloocten-7-one 

Relevant academic research and scientific papers

Enantioselective Palladium-Catalyzed Intramolecular α-Arylative Desymmetrization of 1,3-Diketones

An efficient enantioselective protocol has been reported to build highly oxygenated and densely substituted bicyclo[m.n.1] skeletons through intramolecular asymmetric α-arylative desymmetrization of 1,3-diketones. Employing Pd catalyst and FOXAP ligand, various bicyclo[m.n.1] skeleton with different size can be accessed with high enantio- and diastereoselectivities. Utilizing the present method as a key step, formal asymmetric total synthesis of the (-)-parvifoline has been demonstrated.

A Total Synthesis of the Racemic Sesquiterpene Parvifoline

A total synthesis of the sesquiterpene (±)-parvifoline 1 from the symmetrical naphthalene 4 is reported. The key step of the synthesis was a Stork-Landesman two-carbon ring expansion of β-tetralone 5, which affords 9a with the complete framework of the target. Although many reactions are involved in the sequence, the whole synthesis can be executed in only five synthetic operations and in ≈18% overall yield.

Total Synthesis of (+/-)-Parvifoline and (+/-)-Isoparvifolinone

The total synthesis of the unusual trimethylbenzocyclooctenes (+/-)-parvifoline (1) and (+/-)-isoparvifolinone (5) have been achieved by using the Grob fragmentation reaction of mesylate 25 as the key step.

The total synthesis of (±)-parvifoline

The total synthesis of (±)-parvifoline 1 from 2-bromo-4-mesyloxy-5-methylbenzyl bromide 2 and 2-methyl-1,3-cyclopentanedione is described.

FACILE CONSTRUCTION OF MEDIUM-SIZED CARBOCYCLES, TOTAL SYNTHESIS OF (+/-)-PARVIFOLINE

A new synthetic approach to medium-sized rings has been accomplished via intramolecular cyclization of a sulfone-stabilized carbanion.This strategy was applied to the total synthesis of (+/-)-parvifoline.