103883-33-6

Upstream product

• 74-83-9 methyl bromide 
• 89-82-7 pulegone 
• 917-64-6 methyl magnesium iodide 
• 917-54-4 methyllithium 

Downstream Products

• 103883-35-8 (2R,4R)-2,4-Dimethyl-2-trimethylsilanyloxy-cyclohexanone 
• 103883-34-7 (+)-(2R,4R)-2,4-dimethyl-2-hydroxy-1-cyclohexanone 
• 443883-72-5 (1S,5S)-3,5-Dimethyl-cyclohex-2-enol 
• 128441-46-3 (S)-3,5-dimethylhexenone 
• 443883-50-9 (1S,2R,5R)-1,2-di[(tert-butyldimethylsilyl)oxy]-3,5-dimethyl-3-cyclohexene 
• 335101-30-9 (1S,2R,5R)-1,2-dihydroxy-3,5-dimethyl-3-cyclohexene 
• 284046-14-6 (5R)-1,5-dimethyl-2-cyclohexen-1-ol 
• 284046-13-5 (4R)-2-hydroxy-2,4-dimethyl-1-cyclohexanone 

Relevant academic research and scientific papers

A convergent synthesis of the spiroketal moiety of the HIV-1 protease inhibitors didemnaketals

The stereoselective synthesis of the spiroketal fragment 4a and its C1″-epimer 4b of the HIV-1 protease inhibitors didemnaketals has been carried out through multisteps from the natural (R)-(+)-pulegone, which involved the diastereoselective construction of four chiral carbon centers by intramolecular chiral induction.

Synthetic studies of the HIV-1 protease inhibitive didemnaketals: stereocontrolled synthetic approach to the key mother spiroketals.

The stereocontrolled synthesis of (2S,4R,6R,8S,10S,1'R,1' 'R)-2(acetylhydroxymethyl)-4,10-dimethyl-8(isopropenylhydroxymethyl)-1,7-dioxaspiro[5,5]undecane (4a) and its C1' '-epimer (4b), the key mother spiroketals of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through multisteps from the natural (R)-(+)-pulegone, which involved the diastereoselective construction of four chiral carbon centers(C-2, C-6, C-8, and C-1') by intramolecular chiral induce.

Stereochemistry of Addition of Allyl Grignard Reagents to (R)-(+)-Pulegone and Other α,β-Ethylenic Ketones

The 1,2-addition of allyl, crotyl, and 2-methyl-2-butenyl Grignard reagents to (R)-(+)-pulegone is regio- and stereoselective.In contrast 3-penten-2-yl and 3-methyl-2-butenyl Grignard reagents undergo 1,2- and 1,4-additions.A "compact approach" stabilized by orbital interaction is the proposed mechanism.A further confirmation was obtained with acyclic enones.