322474-86-2

Upstream product

• 1089734-06-4 C₁₇H₃₂O₂Si 
• 444122-13-8 tert-butyldimethylsilyl (R)-4-iodo-3,5,5-trimethylcyclohex-3-en-1-yl ether 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 444122-12-7 [(4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-cyclohex-(Z)-ylidene]-hydrazine 
• 130583-95-8 (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 76530-42-2 (R)-4-ethynyl-3,5,5-trimethylcyclohex-3-enyl acetate 
• 152187-06-9 (R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene 

Downstream Products

• 118829-40-6 (R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-ol 
• 245504-01-2 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propyl acetate 
• 408357-91-5 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propan-1-ol 
• 408357-89-1 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol 
• 521291-46-3 C₅₄H₅₀O₁₃ 
• 521291-56-5 C₅₄H₅₀O₁₂ 
• 322474-85-1 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-4-((R)-3-acetoxy-but-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 322474-84-0 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-4-((S)-3-acetoxy-but-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 521291-38-3 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(S)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 521291-39-4 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[(R)-3-((R)-4-acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 322474-98-6 (2R,3R,4S,5S,6R)-2-[(R)-4-((R)-3-Hydroxy-but-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 322474-97-5 (2R,3R,4S,5S,6R)-2-[(R)-4-((S)-3-Hydroxy-but-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 162601-89-0 (3R,9R)-3-hydroxy-7,8-dehydro-ionol-9-O-β-D-glucopyranoside 
• 162601-88-9 (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-[(S)-3-((R)-4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-prop-2-ynyloxy]-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

Stereocontrolled synthesis and configurational assignment of (R)-all-trans-11,12-dihydro-3-hydroxyretinol

The synthesis of (R)-all-trans-11,12-dihydro-3-hydroxyretinol and putative metabolites of the side-chain functional group has been achieved in a stereocontrolled manner via the Suzuki-Hiyama cross-coupling reaction of an enantiopure (hydroxycyclohexenyl)alkenyliodide and non-conjugated pinacolboranedienoate, which allowed the absolute configuration of this natural product to be confirmed.

Total synthesis of naturally configured pyrrhoxanthin, a carotenoid butenolide from plankton

A carotenoid from the chemical kitchen: Two sequential Stille couplings of an unsymmetric distannane building block with a bromoolefin and a bromoalkyne terminated a highly convergent synthesis of the title compound, pyrrhoxanthin (see scheme).

The Stille reaction in the synthesis of the C37-norcarotenoid butenolide pyrrhoxanthin. Scope and limitations

The sequential Stille cross-coupling reactions of the dihalogenated γ-alkylidenebutenolide 7 with stannanes 9 and 6 afforded the carbon skeleton of pyrrhoxanthin, a highly functionalized C7′-C8′ acetylenic C37-norcarotenoid butenolide. Although

Stereocontrolled synthesis of optically active β-D-glucopyranosides of 3-hydroxy-7,8-didehydro-β-ionol

A stereocontrolled synthesis of optically active β-D-glucopyranosides 1-4 of 3-hydroxy-7,8-didehydro-β-ionol utilizing an asymmetric transfer hydrogenation to α,β-acetylenic ketones catalyzed by chiral ruthenium complexes as the key step is described.

First total synthesis of crassostreaxanthin B

The first total synthesis of crassostreaxanthin B 1 was accomplished via the tetrasubstituted olefinic compound 5, prepared by stereoselective rearrangement of epoxides 3a,b using a Lewis acid.