760210-84-2

Upstream product

• 760210-83-1 (Z)-(1S,2S,4S)-4-(5,5-dibromo-1-methoxymethoxy-penta-2,4-dienyl)-2-phenyl[1,3]dioxane 
• 145958-02-7 (2S,4S)-2-phenyl-1,3-dioxane-4-carboxaldehyde 
• 760210-78-4 (Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal 
• 760210-82-0 (Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-en-1-ol 
• 760210-81-9 (4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol 
• 760210-79-5 (4S,2'S,4'S)-acetic acid 4-hydroxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester 
• 760210-80-8 (4S,2'S,4'S)-acetic acid 4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester 

Downstream Products

• 760210-89-7 (9Z,11Z,13E)-(7S,8S)-7-(2-benzyloxyethyl)-4-hydroxy-8-methoxymethoxy-7,8-dihydro-6-oxabenzocyclododecen-5-one 
• 760210-88-6 (Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester 
• 760210-90-0 (9Z,11Z,13E)-(7S,8S)-7-(2-benzyloxyethyl)-4-(tert-butyldimethylsilanyloxy)-8-methoxymethoxy-7,8-dihydro-6-oxabenzocyclododecen-5-one 
• 760210-75-1 (Z,Z)-(3S,4S)-2-(tert-butyldimethylsilanyloxy)-6-ethynyl benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester 
• 760210-87-5 (Z,Z)-(3S,4S)-2-hydroxy-6-[(triisopropylsilanyl)ethynyl] benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester 

Relevant academic research and scientific papers

Formal total synthesis of oximidine II via a Suzuki-type cross-coupling macrocyclization employing potassium organotrifluoroborates

A formal total synthesis of oximidine II has been achieved, employing a Suzuki-type coupling approach to construct the highly strained, polyunsaturated 12-membered macrolactone. To achieve this goal, benefit was derived from the stability of potassium alkenyltrifluoroborates to establish conditions for the macrocyclization. The stereocontrolled formation of the cis-1,2-diol subunit was accomplished using a diastereoselective, reagent controlled addition to a chiral aldehyde utilizing the Carreira protocol. Advantage was taken of the Snieckus hydroborating reagent to gain access to the key trifluoroborate needed for the macrocyclization.