215160-87-5

Upstream product

• 881667-65-8 (6R,8S,10S)-8-(2-Benzyloxy-ethyl)-10-benzyloxymethoxy-1,7-dioxa-spiro[5.5]undec-2-en-4-one 
• 881667-64-7 2-((2S,4S)-6-Benzyloxy-2-benzyloxymethoxy-4-hydroxy-hexyl)-pyran-4-one 
• 5848-33-9 2-methyl-4H-pyran-4-one 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 215160-85-3 (2R,4S,6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-vinyl-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 215160-84-2 (2R,6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one 
• 215160-80-8 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene 
• 100-39-0 benzyl bromide 
• 881667-62-5 6-[(2S,4S)-6-Benzyloxy-2-benzyloxymethoxy-4-(4-methoxy-benzyloxy)-hexyl]-2-butoxy-2,3-dihydro-pyran-4-one 
• 881667-61-4 6-[(2S,4S)-6-Benzyloxy-2-benzyloxymethoxy-4-(4-methoxy-benzyloxy)-hexyl]-2,2-dimethyl-[1,3]dioxin-4-one 
• 881667-63-6 2-[(2S,4S)-6-Benzyloxy-2-benzyloxymethoxy-4-(4-methoxy-benzyloxy)-hexyl]-pyran-4-one 
• 881667-67-0 6-[(2S,4S)-6-Benzyloxy-2-hydroxy-4-(4-methoxy-benzyloxy)-hexyl]-2,2-dimethyl-[1,3]dioxin-4-one 
• 881667-68-1 (2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-10-benzyloxymethoxy-4-methyl-2-vinyl-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 215160-86-4 (2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one 

Relevant academic research and scientific papers

A hetero-Diels-Alder approach to complex pyrones: An improved synthesis of the spongistatin AB spiroketal

The conversion of a substituted dioxinone to a pyrone was used in an improved synthesis of the AB spiroketal subunit of the spongistatins. This transformation occurred via a hetero-Diels-Alder reaction of an acyl ketene with butyl vinyl ether. A double diastereoselective Mukaiyama aldol reaction is used to provide the hetero-Diels-Alder precursor.

Synthesis of the AB spiroketal subunit of spongistatin 1 (Altohyrtin A): The pyrone approach

The synthesis of the AB spiroketal fragment of spongistatin 1 (altohyrtin A) has been accomplished utilizing the addition of a metalated pyrone to an aldehyde followed by acid catalyzed spirocyclization. A stereoselective copper (I) promoted conjugate add