109334-31-8

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 104465-93-2 rel-(1R,2R)-(5E,9E,13Z)-2-isopropenyl-5,9-dimethyl-13-iodo-5,9,13-cyclotetradecatrien-1-ol 
• 104465-86-3 (2E,6E,10E)-3,7,11-trimethyl-12-<(tert-butyldimethylsilyl)oxy>-2,6,10-dodecatrien-1-ol 
• 93787-91-8 E,E,E-12-hydroxyfarnesyl acetate 
• 104465-92-1 rel-(1R,2R)-(5E,9E)-2-isopropenyl-5,9-dimethyl-5,9-cyclotetradecadien-13-yn-1-ol 
• 104465-88-5 (5E,9E,13E)-15-(tert-Butyl-dimethyl-silanyloxy)-6,10,14-trimethyl-1-triisopropylsilanyl-pentadeca-5,9,13-trien-1-yne 
• 104465-85-2 Acetic acid (2E,6E,10E)-12-(tert-butyl-dimethyl-silanyloxy)-3,7,11-trimethyl-dodeca-2,6,10-trienyl ester 
• 104465-87-4 (2E,6E,10E)-2,6,10-trimethyl-12-chloro-2,6,10-dodecatrienyl tert-butyldimethylsilyl ether 
• 109334-30-7 (7E,11E,15E)-8,12,16-trimethyl-1-oxa-7,11,15-cycloheptatrien-3-yne 
• 109334-27-2 (6E,10E,14E)-7,11,15-trimethyl-16-chloro-6,10,14-hexadecatrien-2-yn-1-ol 
• 104465-90-9 (2E,6E,10E)-2,6,10-trimethyl-1-chloro-2,6,10-pentadecatrien-14-yne 
• 104465-89-6 (2E,6E,10E)-2,6,10-trimethyl-2,6,10-pentadecatrien-14-yn-1-ol 
• 4128-17-0 (2E,6E)-farnesyl acetate 

Downstream Products

• 109334-34-1 rel-(1R,2R)-(5E,9E,13E)-2-isopropyl-5,9,13-trimethyl-5,9,13-cyclotetradecatrienyl (benzyloxy)methyl ether 
• 109334-32-9 rel-(1R,2S)-(5E,9E,13E)-2-isopropenyl-5,9,13-trimethyl-5,9,13-cyclotetradecatrienyl (benzyloxy)methyl ether 

Relevant academic research and scientific papers

Wittig Ring Contraction. A New Route to Cembranoid Natural Products

A new route to the cembranoid skeleton is described wherein a 17-membered propargyl allyl ether is subjected to Wittig rearrangement to afford a 14-membered carbocyclic with substituents appropriate for elaboration to cembrane natural products.

Synthesis of Cembrane Natural Products via Wittig Ring Contraction of Propargylic Ethers

A new route to the cembranoid carbon skeleton has been devised.Accordingly, the 17-membered ether 15 underwent facile Wittig rearrangement to the 1R*, 2R* 14-membered carbocycle 16 upon treatment with n-BuLi in THF-hexanes at -78 deg C.In THF-HMPA t