Conjugated Alkene


Substrate: (s-cis/trans)-1,3-pentadiene

Reagent: HBr. Markovnikov rule, resonance, (R/S)product

Substrate: (E/Z)1,3,5-hexatriene

Reagent: HBr. Regioselectivity, resonance, (R/S)product.

Substrate: 2,5-dimethyl-2,4-hexadiene

Reagent: HBr, regioselectivity, resonance, (R/S)product

Substrate: (s-cis/trans)-1,3-pentadiene

Reagent: 2-propenal. Only s-cis- diene does Diels-Alder reaction, regioselectivity. However stereoselectivity?

Substrate: (s-cis/trans)2-methyl-1,3-butadiene

Reagent: 2-propenal. Only (s-cis)-dien does Diels-Alder reaction. regioselectivity. However stereoselectivity?

Substrate: (s-cis/trans)-1,3-butadienyl-methyl-ether

Reagent: 2-propenal, Only (s-cis)-diene does Diels-Alder reaction. regioselectivity. However, stereoselectivity?

Substrate: (s-cis/trans)-1,3-pentadiene

Reagent: acrylic acid. Only (s-cis)-diene does Diels-Alder reaction. Regioselectivity. However, stereoselectivity?

Substrate: (s-cis/trans)-1,3-butadiene

Reagent: butanedioic acid. Only (s-cis)-diene does Diels-Alder reaction. Both regioselectivity and stereoselectivity.

Substrate: 2-methyl-1,3-butadiene

Reagent: HBr. Regioselectivity

Substrate: 2-propenal

No reagent. Not very reactive but quite regioselective.

Substrate: (E/Z)2-methyl-1,3-pentadiene

(1). Reagent: Formaldehyde; (2). Reagent: ethanimine.

Substrate: (Z/E)-methyl 2,4-pentadienyl ether

Reagent: 2-propenoic acid. Regioselectivity.

Substrate: methyl-4-phenyl-2,4-pentadienyl ether

Reagent: 2-propenoic acid methyl ester. Regioselectivity.

Substrate: (E/Z)-1,3-butadiene-1-ol or (E/Z)-1,3-butadiene-2-ol

Reagent: 2-propenal. Regioselectivity.