214335-71-4

Upstream product

• 50-00-0 formaldehyd 
• 444122-13-8 tert-butyldimethylsilyl (R)-4-iodo-3,5,5-trimethylcyclohex-3-en-1-yl ether 
• 130583-95-8 (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one 
• 83021-07-2 (S,E)-4-[4-(tert-butyldimethylsilyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]but-3-en-2-one 
• 152187-06-9 (R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 439859-82-2 4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enecarboxylic acid methyl ester 

Downstream Products

• 76686-20-9 (4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohexene-1-methanol 
• 171771-01-0 tert-Butyl-dimethyl-((R)-3,4,5,5-tetramethyl-cyclohex-3-enyloxy)-silane 
• 158694-38-3 (R)-3,4,5,5-Tetramethyl-cyclohex-3-enol 
• 214335-74-7 (1R)-3,4,5,5-tetramethylcyclohex-3-enyl acetate 
• 76686-24-3 (1R)-3,5,5-trimethyl-4-acetoxymethylcyclohex-3-enyl acetate 
• 1133-03-5 Loliolide 
• 8066-07-7 (1'S,2'R,4'S,2Z,4E)-(1',2'-epoxy-4'-hydroxy-2',6',6'-trimethylcyclohexyl)-3-methylpenta-2,4-dienal 
• 145165-04-4 (-)-epixanthoxin 

Relevant academic research and scientific papers

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).

Total synthesis of peridinin and related C37-norcarotenoid butenolides

As an extension of our synthesis of symmetrical carotenoids, the preparation of the highly functionalized C37-norcarotenoid butenolide peridinin (1), its 6′-epi- and 11′Z stereoisomers has been completed. Featuring a central dihalogenated Csub

The stille reaction in the synthesis of carotenoid butenolides: Synthesis of S′-epi-pridinin

(Chemical Equation Presented) A new strategy for carotenoid butenolides has been developed that is based in part in halogen-selective Stille cross-coupling of dihalogenated ylidenebutenolide segment 2 and highly functionalized alkenylstannanes.

Stereocontrolled total synthesis of a polyfunctional carotenoid, peridinin

Peridinin, which was isolated from the planktonic algae dinoflagellates causing red tides, is a highly oxidized carotenoid containing an allene and a characteristic (Z)-γ-ylidenebutenolide function in the main conjugated polyene chain in addition to funct

Carotenoids and related polyenes. Part 5. Lewis acid-promoted stereoselective rearrangement of 5,6-epoxy carotenoid model compounds

The novel acyclic tetrasubstituted olefinic end group and the cyclopentyl end group of carotenoids were obtained by Lewis acid-promoted stereoselective rearrangement of the epoxide end group of 5,6-epoxy carotenoids. The scope and limitation of this rearr