88862-14-0

Upstream product

• 31207-73-5 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol 
• 31207-65-5 8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid 
• 195702-97-7 N-methoxy-N-methyl-2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)acetamide 
• 38419-75-9 (1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol 
• 30450-17-0 (3aS,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldecahydronaphtho[2,1-b]furan-2(3aH)-one 
• 190264-38-1 2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-N-methoxy-N-methylacetamide 
• 103476-92-2 (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-ol 
• 105426-71-9 (1S,4aS,8aS)-1,4,4a,5,6,7,8,8a-octahydro-2,5,58a-tetramethylnaphtahelene-1-carboxaldehyde 
• 31751-83-4 methyl 2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)acetate 
• 378197-96-7 tert-Butyl-diphenyl-[2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethoxy]-silane 
• 64061-39-8 (1R,2R,4aS,8aS)-(+)-1-(2'-acetoxyethyl)-1,2,3,4,4a,5,6,7,8,8a-decahydro-2-hydroxy-2,5,5,8a-tetramethylnaphthalene 
• 378197-91-2 (4aS,8aS,1R,2R)-1-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,5,5,8a-tetramethylperhydro-2-naphthalenol 
• 378197-95-6 (3S,4S,8aS,4aR)-4-(2-(tert-butyldiphenylsilyloxy)ethyl)-3,4a,8,8-tetramethylperhydro-2-naphthalenone 
• 564-20-5 (3aR)-(+)-sclareolide 

Downstream Products

• 195702-75-1 1-Phenyl-3-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-propan-2-ol 

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.

Formal Total Synthesis of Actinoranone: Synthesis Approaches and Cytotoxic Studies

This article describes our efforts toward the total synthesis of actinoranone. Our synthesis strategies rely on a convergent route to connect the terpenoid and polyketide fragments, employing catalysis and powerful classical reactions for the assembly of

Formal Total Synthesis of Actinoranone and Asymmetric Synthesis of Labda-7,13-(E)-dien-15-ol

The syntheses of the polyketide and terpenoid fragments of actinoranone are reported in a concise fashion, relying on catalytic methods. Minimization on the use of protecting groups and redox reactions allowed the synthesis of the carbon backbone of actin

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.

Straightforward synthesis of the strong ambergris odorant γ-bicyclohomofarnesal and its endo-isomer from R-(+)-sclareolide

γ-Bicyclohomofarnesal 1 and its endo isomer 5 were prepared in 47 and 26% overall yields, respectively, from commercial R-(+)-sclareolide (7), in a three-step sequence. The synthetic procedure involves the preparation of Weinreb's amide 9, dehydration of tertiary alcohol to form compounds 10 and 11, chromatographic separation and reduction with LiAlH4. This approach is simple and can compete with the syntheses previously reported for the preparation of these important compounds, both in overall yields and in the number of synthetic steps.

Total synthesis and determination of the absolute configuration of coscinosulfate. A new selective inhibitor of Cdc25 protein phosphatase

The first total synthesis of coscinosulfate 1, a metabolite isolated from a sea sponge, starting from (+)-sclareolide 3 is described. The convergent synthesis strategy relies on the coupling of sulfone 21 with the bromide 26. The sulfone fragment 21 was obtained by successive asymmetric aldol reaction with aldehyde 2 to introduce the stereocenters at C-12 and C-13, followed by one-carbon homologation via Horner - Wadsworth - Emmons olefination. The selective sulfatation at C-12 was accomplished through the quinone intermediate 31 obtained by selective oxidation of hydroquinone 30 this, when followed by reduction, furnished the desired coscinosulfate 1. X-ray analysis of the intermediate aldehyde 18 confirmed the proposed stucture.

Synthesis of (+)-coronarin E

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

Synthesis and phosphatase inhibitory activity of analogs of sulfircin

Analogs of sulfircin (1) were synthesized and tested for inhibitory activity against a panel of phosphatases. We attempted to optimize the potency and selectivity of sulfircin for Cdc25A by modifying three structural areas of the molecule. An anionic grou

A Synthesis of (-)-12,15-Epoxylabda-8(17),12,14-trien-16-yl Acetate and (-)-Pumiloxide

Sclareol (7) and manoyl oxide (8) have each been converted into the (-)-enantiomers of the naturally occurring diterpenoids 12,15-epoxylabda-8(17),12,14-trien-16-yl acetate (2) and pumiloxide (1).

A NEW SYNTHESIS OF AMBROX AND RELATED COMPOUNDS

The cyclic ether 1, a compounds with an ambergris type odour and related products (10,11) have been prepared from (-)-drimenol (2).The synthesis of 1 is accomplished in ten steps with an overall yield of 19percent.