18102-32-4

Upstream product

• 67-66-3 chloroform 
• 18102-31-3 2-methoxy-3-methylphenol 
• 109685-13-4 4-hydroxy-3-methoxy-2-methylbenzyl methyl ether 
• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 5533-03-9 2-methoxy-4-methoxymethylphenol 

Downstream Products

• 141258-33-5 4-acetoxy-3-methoxy-2-methylbenzaldehyde 
• 846543-14-4 4-hydroxy-3-methoxy-2-methyl-5-(1-methyl-allyl)-benzaldehyde 
• 846543-35-9 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-allyl)-benzaldehyde 
• 846543-36-0 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-allyl)-phenol 
• 846543-32-6 toluene-4-sulfonic acid 5-bromo-4-hydroxy-3-methoxy-2-methyl-phenyl ester 
• 919288-50-9 toluene-4-sulfonic acid 4-benzyloxy-5-bromo-3-methoxy-2-methyl-phenyl ester 
• 919288-52-1 4-benzyloxy-5-bromo-3-methoxy-2-methyl-benzaldehyde 
• 919288-53-2 formic acid 4-benzyloxy-5-bromo-3-methoxy-2-methyl-phenyl ester 
• 919288-49-6 4-benzyloxy-5-bromo-3-methoxy-2-methyl-phenol 
• 919288-51-0 5-bromo-4-hydroxy-3-methoxy-2-methyl-benzoic acid methyl ester 
• 351379-46-9 5-bromo-4-hydroxy-3-methoxy-2-methyl-benzaldehyde 
• 103744-20-3 carbazomycinal 
• 141258-34-6 4-acetoxy-3-methoxy-2-methyl-6-nitrobenzaldehyde 
• 141278-65-1 4-hydroxy-3-methoxy-2-methyl-6-nitrobenzaldehyde 

Relevant academic research and scientific papers

A new method for the facile synthesis of hydroxylated flavones by using allyl protection

The iodine-induced oxidative cyclization of 2′-hydroxychalcones provides a simple, highly efficient approach to various hydroxy flavones and analogues. This process is run under mild conditions, tolerates various functional groups, and provides hydroxy flavones in good to excellent yield. The allyl-protected acetophenones and benzaldehydes were smoothly deallylated under similar conditions.

An interesting issue of Diels-Alder selectivity discovered en route to 11-O-debenzoyltashironin

(Diagram presented) The hypervalent iodine-mediated oxidative dearomatization/Diels-Alder cascade was examined in the context of the natural product 11-O-debenzoyltashironin. Interestingly, the regioselectivity of the Diels-Alder reaction can be completely switched by changing the dienophile. Trapping of allyl alcohols during the oxidative dearomatization gives rise to the five-membered acetal, while trapping of allenyl alcohols results in the six-membered acetal.

PROCESSES OF MAKING SESQUITERPENOID TASHIRONIN, ITS ANALOGS AND THEIR USES

The compound having the structure of the formula (genus of compound 1 excluding Tashironin or Debenzoyltashironin) wherein, R1 is H or Bz when no more than three of R8, R9, R10 and R11 are H, or R1 is Bn, (C1-C4) alkyl, or CF3; R2 is H, (C1-C4) aldyl, halide, OC(O) (C1-C4) alkyl, OC(O) Ph, or OCF3; R3 is p-toluene sulfonyloxy, methane sulfonyloxy, C(O) (C1-C4)alkyl, or OC(O) (C1-C4)alkyl, bond α is a single bond, and bond β is a double bond or R3 is O, bond α is a double bond and bond β is a single bond; R4 is H, I, Br, Cl, Si(CH3)3, (C1-C4)alkyl, or OCF3; R5 is OH, OSi (CH3)3, O(C1-C4)alkyl, or OCF3, and bond γ is a single bond, or R5 is O and bond γ is a double bond; R6 is H, (C1-C4) alkyl, or CF3.

En route to the total synthesis of tashironin: On the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions

The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra).

TRANSITION METAL-DIENE COMPLEXES IN ORGANIC SYNTHESIS, PART 9. FIRST TOTAL SYNTHESIS OF CARBAZOMYCINAL

Using consecutive iron-induced C-C and C-N bond formation the first total synthesis of carbazomycinal (carbazomycin E) was accomplished.