1471-15-4

Upstream product

• 110-63-4 Butane-1,4-diol 
• 107-05-1 3-chloroprop-1-ene 
• 3739-64-8 allyl n-butyl ether 
• 106-95-6 allyl bromide 
• 557-40-4 Allyl ether 
• 201230-82-2 carbon monoxide 
• 209254-39-7 1-allyloxy-4-(tetrahydropyran-2-yloxy)butane 
• 209254-31-9 1-allyloxy-4-(tert-butyldimethylsilyloxy)butane 

Downstream Products

• 173950-07-7 Toluene-4-sulfonic acid 4-allyloxy-butyl ester 
• 57626-93-4 2-Ethyl-1,3-dioxepan 
• 922724-83-2 (4S)-methyl-(5R)-phenyl-3-(4-propenyloxy)butanoyloxazolidin-2-one 
• 922724-76-3 (4R)-methyl-(5S)-phenyl-3-(4-propenyloxy)butanoyloxazolidin-2-one 
• 922724-78-5 (4R)-methyl-(5S)-phenyl-3-(4-propenyloxy-2(R)-methyl-butanoyl)-oxazolidin-2-one 
• 922724-84-3 (4S)-methyl-(5R)-phenyl-3-(4-propenyloxy-(2S)-methyl-butanoyl)-oxazolidin-2-one 
• 191925-78-7 (2S,3S,4R,5R,6S)-2-[(1R,2R)-2-(4-Allyloxy-butoxy)-cyclohexyloxy]-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran 

Relevant academic research and scientific papers

Intramolecular Reaction of (γ-Alkoxyallyl)stannane with Aldehyde: Origin of the Stereoselectivities

The intramolecular cyclization of simple acyclic (γ-alkoxyallyl)stannane aldehydes 1, 2, and 12-15 was investigated to elucidate the relationship between the geometry of the double bond of the allylstannanes, the ring size of cyclic ethers produced by the cyclization, and the procedures for promoting the cyclization. The Lewis acid-mediated cyclization of 1-2, 12-13, and 14-15 gave the trans cyclic ethers 3, 39, and 41, respectively, either predominantly or exclusively irrespective of the geometry of the double bond and of the ring size of the cyclic ethers. The relationship in the thermal cyclization of 1 and 2, which gave the 6-membered cyclic ethers 4 and 3, was straightforward; the Z isomer 1 gave the cis product 4, and the E isomer 2 afforded the trans product 3. However, the relationship in the thermal cyclization of 12 and 13 which afforded the 5-membered cyclic ethers 39 and 40 was different from that expected from the cyclization via the well-accepted cyclic transition state, as observed in the case of 1 and 2. Both the Z (12) and E (13) isomers gave the cis cyclic ether 40 either predominantly or exclusively. The protic acid-mediated (or -catalyzed) cyclization of 12-13 and 14-15 gave the trans cyclic ethers 39 and 41, respectively, regardless of the geometry of the double bonds. On the other hand, the protic acid-promoted cyclization of 1 and 2 was very strange; the Z isomer 1 gave the cis isomer 4, and the E isomer 2 afforded the trans isomer 3. The mechanisms for these cyclization reactions are proposed.

Intramolecular [4 + 3] cycloadditions - Stereochemical issues in the cycloaddition reactions of cyclopentenyl cations - A synthesis of (+)-dactylol

Five cyclopentanones were prepared for the purpose of examining the effects of stereogenic centers on the course of the intramolecular [4 + 3] cycloaddition reactions of cyclopentenyl cations. One substrate reacted with very high levels of diastereoselect

Facile and selective deprotection of PMB ethers and esters using oxalyl chloride

Oxalyl chloride, (0.5 equiv) was found to cleave the PMB group from alkyl, aryl PMB ethers, and esters to give corresponding alcohol and acid in good yields. This method offers simple and efficient protocol for the selective deprotection of PMB ether and ester in DCE at ambient temperature.

A convenient approach for the deprotection and scavenging of the PMB group using POCl3

A convenient and high yielding approach for the deprotection and scavenging of the p-methoxybenzyl (PMB) group in PMB ethers and PMB esters was developed using POCl3 as the reagent. 4-Methoxybenzyl chloride, a starting material used for the preparation of PMB ethers and esters was regenerated in the deprotection step. This mild and selective procedure tolerates several acid sensitive functional groups. The Royal Society of Chemistry 2013.

Efficient medium ring size bromolactonization using a sulfur-based zwitterionic organocatalyst

Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 °C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.

Element having porphyrin polymer fixed on a substrate and method of preparing the same

A photo-functional molecule element having, on a substrate, a porphyrin polymer containing covalently-fixed porphyrin units, and the method of preparing the same. The photo-functional molecule element may be used as a photoelectric conversion element such as an organic solar cell or a three-dimensional, non-linear organic material.

Process for producing allyl-containing compounds

An allyl-containing compound represented by following Formula (3): wherein R2, R3, R4, R5 and R6 may be the same as or different from one another and each represent hydrogen atom or an organic group; R7 represents an organic group; and Y represents oxygen atom or sulfur atom, is produced by reacting an allyl ester compound represented by following Formula (1): wherein R1 represents hydrogen atom or an organic group; and R2, R3, R4, R5 and R6 are as defined above, with a compound represented by following Formula (2):R7-Y-H wherein R7 is an organic group; and Y is as defined above, in the presence of at least one transition element compound.

A mild and efficient selective tetrahydropyranylation of primary alcohols and deprotection of THP ethers of phenols and alcohols using PdCl 2(CH3CN)2 as catalyst

Primary alcohols were selectively tetrahydropyranylated in good to excellent yields at room temperature using PdCl2(CH 3CN)2 as catalyst in tetrahydrofuran (THF) in the presence of phenols, secondary, and tertiary alcohols. The tetrahydropyranyl (THP) group could be efficiently removed using PdCl2(CH 3CN)2 as catalyst in CH3CN, while other protection groups such as p-toluenesulfonyl (Ts), tert-butyldiphenylsilyl (TBDPS), benzyloxycarbonyl (Cbz), allyl, benzyl (Bn), and benzoyl (Bz) remained intact under these conditions.

A facile zirconium(IV) chloride catalysed selective deprotection of t-butyldimethylsilyl (TBDMS) ethers

A simple and efficient protocol for the selective deprotection of t-butyldimethylsilyl (TBDMS) ethers using 20 mol% ZrCl4 in 20-45 min and in high yields, is reported, wherein it is demonstrated that acid and base sensitive groups and allylic and benzylic groups are unaffected.

Deprotection of tetrahydropyranyl ethers with montmorillonite K-10 clay in methanol

A variety of tetrahydropyranyl (THP) ethers are removed by Montmorillonite K-10 clay in methanol at room temperature to give alcohols. It has been shown that the THP ethers carrying epoxy, methoxymethoxy (MOMO), tertbutyldiphenylsiloxy (TBDP-SO-), acetoxy (AcO-) and benzoyloxy (BzO-) functionalities are stable under the conditions, while the ethers carrying ketal, tertbutyldimethylsioxy (TBSO-) and β,β,β-trichloroethylimidoxy [CCl3C(=NH)O-] functionalities are unstable.