30987-48-5

Usage

Uses

Used in Organic Synthesis:
(2S)-3,3'aβ,6',6',9'aβ-Pentamethyl-3'a,4',5',5'aα,6',7',8',9',9'a,9'bα-decahydrospiro[furan-2(5H),2'(1'H)-naphtho[2,1-b]furan]-5-one is utilized as a key intermediate in organic synthesis for the development of novel compounds with potential applications in various industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2S)-3,3'aβ,6',6',9'aβ-Pentamethyl-3'a,4',5',5'aα,6',7',8',9',9'a,9'bα-decahydrospiro[furan-2(5H),2'(1'H)-naphtho[2,1-b]furan]-5-one serves as a valuable building block for the design and synthesis of new pharmaceutical agents, potentially leading to the discovery of innovative treatments for various diseases.
Used in Material Science:
(2S)-3,3'aβ,6',6',9'aβ-Pentamethyl-3'a,4',5',5'aα,6',7',8',9',9'a,9'bα-decahydrospiro[furan-2(5H),2'(1'H)-naphtho[2,1-b]furan]-5-one is employed in material science for the creation of advanced materials with unique properties, such as improved stability, reactivity, or selectivity, which can be applied in various technological applications.

Upstream product

• 564-20-5 (3aR)-(+)-sclareolide 

Relevant academic research and scientific papers

Catalytic Carbonylative Spirolactonization of Hydroxycyclopropanols

A palladium-catalyzed cascade carbonylative spirolactonization of hydroxycyclopropanols has been developed to efficiently synthesize oxaspirolactones common to many complex natural products of important therapeutic value. The mild reaction conditions, high atom economy, broad substrate scope, and scalability of this new method were highlighted in expedient total syntheses of the Turkish tobacco natural products α-levantanolide and α-levantenolide in two and four steps, respectively. The hydroxycyclopropanol substrates are readily available in one step via a Kulinkovich reaction of the corresponding lactones. Mechanistic studies utilizing high-resolution electrospray ionization mass spectrometry (ESI-MS) identified several key intermediates in the catalytic cycle, as well as those related to catalyst decomposition and competitive pathways.

Chemistry of labdanediol from Cistus ladaniferus, L. synthesis of 12-Nor-ambreinolide and α and β-levantenolides

Labdanediol, 2, the major component of the neutral part of Cistus ladaniferus L, was transformed into 12-nor-ambreinolide, precursor of ambrox, in three steps with an overall yield of 70%. Molecular modelling techniques have been used to determine the stereochemistry of the byproducts of these reactions. The selenylation and elimination reactions of α and βlevantanolides, obtained from labdanediol, 2, were used to synthetise α and β-levantenolides.