84530-96-1

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 18301-63-8 buta-2,3-dienyltrimethylsilane 
• 84531-05-5 methyl vinyl ketone N-(2,4,6-tri-isopropylbenzene)sulfonyl hydrazone 
• 84531-05-5 N'-but-3-en-2-ylidenehydrazono-2,4,6-tri-isopropylphenylbenzenesulphonohydrazide 
• 222527-69-7 1-<1-<(trimethylsilyl)methyl>prop-2-enyl>-1H-1,2,3-benzotriazole 
• 821-10-3 1,4-Dichloro-2-butyne 
• 2244-38-4 buta-1,3-dien-2-yl-tributylstannane 
• 137250-89-6 (2R,4S)-4-((R)-2-Methylene-1-phenethyl-but-3-enyloxy)-pentan-2-ol 
• 1009084-68-7 (4S,6S)-4,6-Dimethyl-2-phenethyl-[1,3]dioxane 
• 121823-55-0 (4-bromo-2-butyn-1-yl)trimethylsilane 
• 220439-70-3 1,4-bis(tri-n-butylstannyl)but-2-yne 
• 2219-66-1 1,4-dibromobut-2-yne 
• 18668-68-3 4-bromo-buta-1,2-diene 

Downstream Products

• 84530-96-1 (S)-2-methylene-1-o-tolylbut-3-en-1-ol 
• 137104-09-7 (R)-2-methylene-1-o-tolylbut-3-en-1-ol 
• 137250-32-9 (S)-3-Phenyl-1-((S)-2-vinyl-oxiranyl)-propan-1-ol 
• 148871-14-1 (S)-3-phenyl-1-((R)-2-vinyloxiran-2-yl)propan-1-ol 
• 137104-12-2 rac-3-phenyl-1-(2-vinyloxiran-2-yl)propan-1-ol 
• 137104-12-2 (S)-3-Phenyl-1-((S)-2-vinyl-oxiranyl)-propan-1-ol 

Relevant academic research and scientific papers

A four-carbon unit reagent for the regiospecific synthesis of 2-alkyl- substituted 1,3-butadienes

2-Alkyl-substituted butadienes are synthesized starting from a masked butadiene reagent, which allows the regiospecific synthesis of 2- alkylbutadienes by lithiation and subsequent reaction with alkyl halides or aliphatic aldehydes. The regioselectivity of the reaction with allylic halides and aliphatic and aromatic aldehydes is studied.

A new synthetic route for the synthesis of enantioenriched 1,2,3,4-tetrahydronaphthalene-derived 1,3-diols

In this report, we presented a new approach to access a (1,3-butadiene-2-yl)carbinol, (1R,2R)- and (1S,2S)-1-(hydroxymethyl)-1-vinyl-1,2,3,4-tetrahydronaphthalene-2-ols. Starting from commercially available 1,4-diol-2-butyne, a six-step synthesis involving dibromination, Zn-mediated addition reaction of phenylpropyl aldehyde, epoxidation, epoxy–arene cyclization, and resolution with D(+)-Camphor afforded the title compounds.

A chiral 1, 3 - butadiene - 2 - secondary alcohol of preparation method

The invention relates to a preparation method of chiral 1, 3-butadiene-2-secondary alcohol. The preparation method is characterized by enabling highly cross-linked alkenyl borate and aldehyde to carry out enantioselectivity addition reaction in the presen

Preparation method of Zn-doped 4-methylene-1-phenylhexyl-5-alkene-3-alcohol

The invention relates to a preparation method of Zn-doped 4-methylene-1-phenylhexyl-5-alkene-3-alcohol. The preparation method comprises the steps of firstly adding activated zinc powder and 1,4-dibromo-2-butyne with the molar ratio of 2: 1 into a DMF or THF solvent at a normal temperature and under the protection of an N2 atmosphere for sufficient reaction to obtain an organic zinc reagent; then adding benzenepropanal which is 1/3 dosage of the activated zinc powder into the organic zinc reagent drop by drop, performing stirring reaction at 25 DEG C or 80 DEG C and separating to obtain a final product. According to the preparation method of the 4-methylene-1-phenylhexyl-5-alkene-3-alcohol, the needed raw materials are cheap, the reaction conditions are mild, and the operation is simple.

Asymmetric Synthesis of 1,3-Butadienyl-2-carbinols by the Homoallenylboration of Aldehydes with a Chiral Phosphoric Acid Catalyst

Asymmetric C(sp)-C(sp2) bond formation to give enantiomerically enriched 1,3-butadienyl-2-carbinols occurred through a homoallenylboration reaction between a 2,3-dienylboronic ester and aldehydes under the catalysis of a chiral phosphoric acid (CPA). A diverse range of enantiomerically enriched butadiene-substituted secondary alcohols with aryl, heterocyclic, and aliphatic substituents were synthesized in very high yield with high enantioselectivity. Preliminary density functional theory (DFT) calculations suggest that the reaction proceeds via a cyclic six-membered chairlike transition state with essential hydrogen-bond activation in the allene reagent. The catalytic reaction was amenable to the gram-scale synthesis of a chiral alkyl butadienyl adduct, which was converted into an interesting optically pure compound bearing a benzo-fused spirocyclic cyclopentenone framework.

Enantioselective synthesis of butadien-2-ylcarbinols via (silylmethyl)allenic alcohols from chromium-catalyzed additions to aldehydes utilizing chiral carbazole ligands

The synthesis of chiral, nonracemic butadienylcarbinols by employing intermediate (trimethylsilyl)methylallenic alcohols is described. Allenic alcohols are obtained by treatment of aldehydes with (4-bromobut-2-ynyl) trimethylsilane in the presence of a ca

Asymmetrie synthesis of (1,3-butadien-2-yl)methanols from aldehydes via [1-(Silylmethyl)allenyl]methanols

[1-(Silylmethyl)allenyl]methanols 2 were efficiently synthesized from aldehydes and (4-bromobut-2-ynyl)trimethylsilane in the presence of a catalytic amount of CrCl2 and tridentate carbazole ligands. The desired compounds were obtained with good yields (43-88%) and enantioselectivities (55-78% ee). Alcohols 2 may be treated with TBAF or 2 M HCl in the case of aliphatic substrates, to provide (1, 3-butadien-2-yl)methanols 3 in 43-81% yields. This method allows the synthesis of dienes 3 with no regioselectivity problems, and it tolerates a large number of functionalities.

First regio- and enantioselective chromium-catalyzed homoallenylation of aldehydes

Game, set, and match: The first regio- and enantioselective version of the title reaction is described. The chiral catalyst prepared in situ from CrCl 3 and a non-C2-symmetric bis(oxazoline) ligand 1 affords the valuable chiral ss-al

Regioselective buta-1,3-dienylation of aldehydes via transmetallation of 2-tributylstannylbuta-1,3-diene

Transmetallation of 2-tributylstannylbuta-1,3-diene with SnCl4 followed by Lewis base promoted addition of the resulting 1-trichlorostannyl-2,3-butadiene to aldehydes in the presence of DMF allows their buta-1,3-dienylation to take place at the

Buta-2,3-dienylstannanes, effective reagents for regioselective buta-1,3-dienylation of aldehydes and acetals

Two buta-2,3-dienylstannanes, 1-tri-n-butylstannylbuta-2,3-diene and 1-triphenylstannylbuta-2,3-diene, have been prepared and shown to react with aldehydes and acetals under Lewis acid catalyzed conditions producing (buta-1,3-dien-2-yl)methanol derivative