97806-23-0

Usage

InChI:InChI=1/C16H26O/c1-12-6-7-14-15(2,3)9-5-10-16(14,4)13(12)8-11-17/h11,14H,5-10H2,1-4H3

Upstream product

• 31207-65-5 8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid 
• 103476-92-2 (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-ol 
• 97974-42-0 1-ethynyl-2,5,5,8a-tetramethyl-perhydro-4aH-1-naphthalenol 
• 1224876-02-1 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetonitrile 
• 55881-96-4 2-Hydroxy-2,5,5,8a-tetramethyl-1-(2-hydroxyethyl)-decahydronaphthalene 
• 109813-25-4 (3E,7E)-homofarnesyl acetate 
• 24163-93-7 farnesyl bromide 
• 1026132-95-5 Isopropoxy-dimethyl-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienyl)-silane 
• 459-89-2 (3E,7E)-homofarnesol 
• 106-28-5 Farnesol 
• 564-20-5 (3aR)-(+)-sclareolide 
• 190264-38-1 2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-N-methoxy-N-methylacetamide 
• 61047-04-9 2-((1S,6S)-1,3,7,7-tetramethylbicyclo[4.4.0]dec-2-en-2-yl)ethyl acetate 
• 31222-15-8 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol 

Relevant academic research and scientific papers

Lewis Acid-Catalyzed Stereoselective α-Addition of Chiral Aldehydes to Cyclic Dienol Silanes: Aqueous Synthesis of Chiral Butenolides

The stereoselective α-addition to cyclic dienol silanes has rarely been exploited, in contrast to the well-studied γ-addition of conjugated butenolides. In this study, an unprecedent catalytic Mukaiyama aldol α-addition of 2-trimetylsiloxy furan to optically pure aldehydes in water-containing solvents is reported. The synthetic utility of this concept was demonstrated in the efficient synthesis of six bioactive natural products: vitexolide D, curcucomosin C, villosin, chinensine C, (+)-coronarin E and (E)-labda-7,11,13-trien-16,15-olid.

Synthesis from norambreinolide, structure, and antimicrobial activity of dihomodrimane sesquiterpenoids with azine, hydrazide, and dihydrazide fragments

12,12'-Azino-di-8α-hydroxy-11-dihomodrimane, N,N’-di-(8α-hydroxy-11-dihomodrim-12-ylidene)-adipic acid dihydrazide, N,N’-di-(Δ8,13-bicyclohomofarnesenoyl)-hydrazine, and hydrazides of Δ8,9- and Δ8,13-bicyclohomofarnesenoic

Enantioselective access to (-)-Ambrox starting from β-farnesene

Starting from inexpensive (E)-β-farnesene (1), an eight-step enantioselective synthesis of the olfactively precious Ambrox ((-)-2a) has been performed. The crucial step is the catalytic asymmetric isomerization of (2E,6E)-N,N-diethylfarnesylamine (3) to t

Bioactive compounds with added value prepared from terpenes contained in solid wastes from the olive oil industry

Starting from solid wastes from two-phase olive-oil extraction, the pentacyclic triterpenes oleanolic acid and maslinic acid were isolated. These natural compounds were transformed into methyl olean-12-en-28-oate (5), which then was transformed into several seco-C-ring triterpene compounds by chemical and photolytic modifications. The triene seco-products were fragmented through several oxidative procedures to produce, simultaneously, cis- and trans-decalin derivatives, both potential synthons for bioactive compounds. The chemical behavior of the isolated fragments was investigated, and a suitable approach to several low-molecular-weight terpenes was performed. These are interesting processes for the value-addition to solid waste from the olive-oil industry.

PROCESS FOR THE PREPARATION OF TETRANORLABDANE DERIVATIVES

The present invention concerns a process for the preparation of a compound of formula (I), wherein the dotted line is a single bond and n is 1 or the dotted line is a double bond and n is 0, and wherein the relative configuration is as shown, in the form of any one of its diastereoisomers or enantiomers or mixtures thereof.

PROCESS FOR THE PREPARATION OF TETRANORLABDANE DERIVATIVES

The present invention concerns a process for the preparation of a compound of formula (I) wherein the dotted line is a single bond and n is 1 or the dotted line is a double bond and n is 0, and wherein the relative configuration is as shown, in the form of any one of its diastereoisomers or enantiomers or mixtures thereof.

Total synthesis and morphogenesis-inducing activity of (±)-thallusin and its analogues

Total synthesis of (±)-thallusin was achieved using Hg(OTf)2·PhNMe2-induced olefin cyclization, and Suzuki coupling with a pyridylboronic acid derivative. Hg(OTf)2 also acted as a catalyst to isomerize the double bond into

Spiroperoxy lactones from furans in one pot: Synthesis of (+)-premnalane A

A [4+2]-cycloaddition between singlet oxygen and a furan, followed by an ene reaction and ketalization, in one synthetic operation, was used for the synthesis of (+)-premnalane A. The first example of a singlet oxygen ene reaction that furnishes exclusively a Z-double bond is noted.

Synthesis of (+)-coronarin E

The labdane-type diterpenoid (+)-coronatin E (5) has been synthesized in 7 steps from (-)-sclareol (1) for the first time.

Regioselective dehydration of axial and equatorial tertiary alcohols with α-methyl group in the cyclohexane ring by Swern's reagent

Swern's reagent (a complex of oxalyl chloride with DMSO) was shown to dehydrate tertiary alcohols containing an α-methyl group in the cyclohexane ring. Dehydration of equatorial alcohols affords mixtures of isomeric compounds where isomers with an exocyclic double bond dominate, whereas isomers with an endocyclic double bond prevail in the products of dehydration of axial tertiary alcohols. Thus, Swern's reagent can serve as a chemical test to determine the configuration of tertiary alcohols containing an α-methyl group in cyclohexane ring. The composition of the products of dehydration of these alcohols with Swern's reagent is similar to that obtained by their dehydration with POCl3 in pyridine.