248250-10-4

Upstream product

• 216986-24-2 4,4-dimethyl-hex-5-yn-1-ol 
• 598-23-2 3-methyl-but-1-yne 
• 248250-07-9 (2E,4E)-6,6-Dimethyl-nona-2,4,8-trienoic acid methyl ester 
• 248250-08-0 (2E,4E)-6,6-dimethyl-2,4,8-nonatrien-1-ol 
• 5497-67-6 2,2-dimethyl-4-pentenal 
• 248250-09-1 tert-Butyl-((2E,4E)-6,6-dimethyl-nona-2,4,8-trienyloxy)-diphenyl-silane 

Downstream Products

• 158761-03-6 mniopetal F 
• 248250-12-6 (S)-3-[(5E,7E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-4,4-dimethyl-nona-5,7-dienyl]-5-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-5H-furan-2-one 
• 248250-13-7 (3S,3aS,4S,6aS,10R,10aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-10-hydroxy-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-1-one 
• 329897-85-0 Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester 
• 330998-95-3 (3S,3aS,6aS,10S,10aR)-10-Hydroxy-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,6,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalene-4-carbaldehyde 
• 330998-93-1 4-Nitro-benzoic acid (3S,3aS,4S,6aS,10S,10aR)-4-hydroxymethyl-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester 
• 330998-94-2 4-Nitro-benzoic acid (3S,3aS,6aS,10S,10aR)-4-formyl-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,6,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester 
• 330998-91-9 (3S,3aS,4S,6aS,10S,10aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-10-hydroxy-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-1-one 
• 329897-84-9 (3S,3aS,4S,6aS,10aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3,3a,4,6a,7,8-hexahydro-2-oxa-cyclopenta[d]naphthalen-1-one 
• 303780-21-4 (3S,3aS,4S,6aS,10aR)-4-Hydroxymethyl-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3a,4,6a,7,8,9-hexahydro-3H-2-oxa-cyclopenta[d]naphthalene-1,10-dione 
• 329897-86-1 (3S,3aS,4S,6aS,10aR)-4-Hydroxymethyl-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3,3a,4,6a,7,8-hexahydro-2-oxa-cyclopenta[d]naphthalen-1-one 
• 329897-87-2 (3S,3aS,6aS,10aR)-3-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,6,6a,7,8-hexahydro-2-oxa-cyclopenta[d]naphthalene-4-carbaldehyde 
• 303780-20-3 (3S,3aS,4S,6aS,10aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3a,4,6a,7,8,9-hexahydro-3H-2-oxa-cyclopenta[d]naphthalene-1,10-dione 
• 330998-92-0 4-Nitro-benzoic acid (3S,3aS,4S,6aS,10S,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester 

Relevant academic research and scientific papers

Stille reactions catalytic in tin: A "Sn-F" route for intermolecular and intramolecular couplings

(Chemical Equation Presented) Polymethylhydrosiloxane (PMHS) made hypercoordinate by KF(aq) allows Me3SnH to be recycled during a Pd(0)-catalyzed hydrostannation/Stille cascade. Starting with a variety of alkynes, in situ vinyltin formation is followed by Stille reaction with aryl, styryl, benzyl, or vinyl electrophiles present in the reaction mixture. Both inter- and intramolecular versions of the process are possible with tin loads of approximately 6 mol %. Regeneration of the organotin hydride is believed to proceed through a Me3SnF intermediate. Given the aggregated nature of organotin fluorides and the ability to use these organotins in substoichiometric quantities, the hazards and purification problems associated with the removal of organotin wastes from reaction mixtures are minimized.

Stille couplings catalytic in tin: a "Sn-F" approach.

A new tin recycling method for Stille couplings catalytic in tin is reported. PMHS made hypercoordinate by KF((aq)) allows Me(3)SnH to be efficiently recycled during a Pd(0)-catalyzed hydrostannation/Stille cascade. Relative to previously disclosed protoc

Synthetic studies towards mniopetals (II). A short synthesis of Mniopetal E

A short total synthesis of Mniopetal E in thirteen steps is reported. Key steps are a new and highly diastereoselective lithium phenylselenide induced Baylis-Hillman reaction with Feringa's butenolide, an endo-selective intramolecular Diels-Alder reaction (IMDA) and a new variant of the Parikh-Doering oxidation.

A short synthesis of Mniopetal F?

The first total synthesis of Mniopetal F in fourteen steps is reported. Key steps are a new and highly diastereoselective lithium phenylselenide-induced Baylis-Hillman reaction with Feringa's butenolide, an endo-selective intramolecular Diels-Alder reaction (IMDA), inversion of a highly hindered secondary alcohol and a new variant of the Parikh-Doering oxidation.

A short total synthesis of kuehneromycin A

Only eleven steps were needed to synthesize kuehneromycin A (1) which inhibits reverse transcriptase (see picture). Key steps are a new variant of the Baylis-Hillman reaction, an endo-selective intramolecular Diels - Alder reaction, and a new protocol for

Synthetic studies towards mniopetals (I). A short synthesis of a key intermediate for the total synthesis of mniopetals

A short and efficient synthesis of a tricyclic core structure of mniopetals based on a new, highly diastereoselective PhSeLi induced Baylis- Hillman reaction and an endo-selective Intramolecular Diels-Alder reaction (IMDA) as key steps is presented.