923986-87-2

Upstream product

• 923986-88-3 2,2-bis[(1S,2R,3S,5R)-2-hydroxymethyl-6,6-dimethylbicyclo[3.1.1]hept-3-ylsulfanyl]-1-phenylethanone 
• 109-87-5 Dimethoxymethane 
• 923986-89-4 (1S,2R,8R,9S,11R,13S,17S,19R)-4,6-dioxa-14,16-dithia-15-[(R)-1-phenyl-1-hydroxy-ethyl]-10,10,20,20-tetramethylpentacyclo-[17.1.1.1.^9,11.0^2,17.0^8,13]-docosane 
• 444308-38-7 {(1S,2R,3S,5R)-3-mercapto-6,6-dimethylbicyclo[3.1.1]heptan-2-yl}methanol 

Downstream Products

• 923986-89-4 (1S,2R,8R,9S,11R,13S,17S,19R)-4,6-dioxa-14,16-dithia-15-[(R)-1-phenyl-1-hydroxy-ethyl]-10,10,20,20-tetramethylpentacyclo-[17.1.1.1.^9,11.0^2,17.0^8,13]-docosane 
• 923986-95-2 (1S,2R,8R,9S,11R,13S,17S,19R)-4,6-dioxa-14,16-dithia-15-[(R)-1,2-diphenyl-1-hydroxy-ethyl]-10,10,20,20-tetramethylpentacyclo-[17.1.1.1.^9,11.0^2,17.0^8,13]-docosane 
• 4361-50-6 (R)-2-hydroxy-2-phenylpropanaldehyde 
• 116802-24-5 (R)-2,3-diphenylpropane-1,2-diol 
• 923986-97-4 (1S,2R,8R,9S,11R,13S,17S,19R)-4,6-dioxa-14,16-dithia-15-[(R)-1-phenyl-1-hydroxy-2-propenyl]-10,10,20,20-tetramethylpentacyclo-[17.1.1.1.^9,11.0^2,17.0^8,13]-docosane 

Relevant academic research and scientific papers

Synthesis of a new (1R)-(-)-myrtenal-derived dioxadithiadodecacycle and its use as an efficient chiral auxiliary

(Chemical Equation Presented) The new macrocycle 9 (>70% yield from hydroxythiol 10) was treated with several nucleophilic reagents (RMgX, RLi, and LiAlH4) affording carbinols 12a-j (80-96% yield, >99:1 dr). Oxidative hydrolysis of 12a,c,e, followed by LiAlH4 reduction of the resulting mixture, gave 16a,c,e in >95% ee,16c being a key precursor for the preparation of fungicide 17. The absolute configuration of 9 and 12j (Nu = H) was established by single-crystal X-ray diffraction analyses and chemical correlation.