38102-68-0

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 42250-04-4 1-(3-methoxyphenyl)-but-3-yn-1-ol 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 38102-67-9 4-(3-methoxy-phenyl)-4-oxo-butyric acid 

Downstream Products

• 38102-70-4 (+/-)-5-(3-methoxyphenyl)tetrahydrofuran-2-ol 
• 38680-42-1 3-methoxy-9,10-secoestra-1,3,5⁽¹⁰⁾,6,8⁽¹⁴⁾-pentaene-9,17-dione 
• 18300-15-7 3-methoxy-9,10-secoestra-1,3,5⁽¹⁰⁾,8⁽¹⁴⁾-tetraene-9,17-dione 

Relevant academic research and scientific papers

One-Pot γ-Lactonization of Homopropargyl Alcohols via Intramolecular Ketene Trapping

A one-pot γ-lactonization of homopropargyl alcohols via an alkyne deprotonation/boronation/oxidation sequence has been developed. Oxidation of the generated alkynyl boronate affords the corresponding ketene intermediate, which is trapped by the adjacent hydroxy group to furnish the γ-lactone. We have optimized the conditions as well as examined the substrate scope and synthetic applications of this efficient one-pot lactonization.

Synthesis of chiral γ-lactones via a RuPHOX-Ru catalyzed asymmetric hydrogenation of aroylacrylic acids

An asymmetric hydrogenation of aroylacrylic acids catalyzed by RuPHOX-Ru catalyst has been developed, affording the corresponding chiral γ-lactones in high yields and with up to 93% ee. The methodology has the advantage of utilizing easily accessible substrates and has therefore expand the scope of the resulting chiral γ-lactones. Furthermore, high catalytic efficiency was achieved in that the reduction of both the C[dbnd]C and C[dbnd]O double bonds was achieved in one step. The current work provides an alternative and convenient pathway for the synthesis of a wide range of chiral γ-lactones.

Synthesis of Enantiopure γ-Lactones via a RuPHOX-Ru Catalyzed Asymmetric Hydrogenation of γ-Keto Acids

A RuPHOX?Ru catalyzed asymmetric hydrogenation of γ-keto acids has been developed, affording the corresponding enantiopure γ-lactones in high yields and with up to 97% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 10000 S/C) under the indicated reaction conditions and the resulting products can be transformed to several enantiopure building blocks, biologically active compounds and enantiopure drugs. (Figure presented.).

Indium-Catalyzed Direct Conversion of Lactones into Thiolactones and Selenolactones in the Presence of Elemental Sulfur and Selenium

The direct conversion of lactones into thiolactones with elemental sulfur (S 8) catalyzed by InCl 3 /PhSiH 3 in a one-pot reaction is described. This catalytic system was successfully applied to the novel preparation of selenolactones from lactones and selenium.

Gallium-catalyzed reductive lactonization of γ-keto acids with a hydrosilane

Described herein is the GaCl3-catalyzed lactonization of γ-keto carboxylic acids in the presence of PhSiH3 leading to the direct preparation of γ-lactone derivatives. This reducing system showed a relatively wide functional group tolerance.

7,7A-Dihydro-4-[2-(3-alkoxyphenyl)-2-hydroxyethyl]-7a-alkyl-1, 5(6H)-indandiones,3,4,8,8a-tetrahydro-5-[2-(3-alkoxyphenyl)-2-hydroxyethyl]-8a-alkyl-1,6(7H)-naphthalenediones and processes for the preparation thereof utilizing asymmetric induction

A multi-step, stereospecific total synthesis of steroids is disclosed. The starting materials for this process are the relatively inexpensive and readily available m-alkoxy acetophenones. The process is suitable for the preparation of racemic or optically