Direct Organocatalytic Aldol Reactions in Buffered Aqueous Media

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Questions and Answers

What is the focus of the article?

  • Direct organocatalytic aldol reactions (correct)
  • Prebiotic route to sugars
  • Stereoselective construction
  • Enzyme mechanism in nature

What is the significance of the aldol reaction in nature?

  • It only occurs in aqueous media
  • It is a key carbon–carbon bond-forming reaction (correct)
  • It produces absolute stereocontrol
  • It is exclusively catalyzed by enzymes

What do Class I aldolases utilize to catalyze the reaction in nature?

  • Organocatalysts
  • Zinc cofactor
  • Enamine mechanism (correct)
  • Acidic media

Why have the features of nature's aldol reaction been difficult to mimic chemically?

<p>Challenging absolute stereocontrol (D)</p> Signup and view all the answers

What does the article suggest about organocatalytic cross-aldol reactions?

<p>They provide a direct route to a variety of aldols including carbohydrate derivatives (B)</p> Signup and view all the answers

What is the potential significance of the organocatalytic cross-aldol reactions?

<p>They may warrant consideration as a prebiotic route to sugars (A)</p> Signup and view all the answers

What is the main focus of the passage?

<p>The synthesis of polyhydroxylated products under environmentally benign reaction conditions (B)</p> Signup and view all the answers

What was found to be beneficial as an additive to PBS-buffer in accelerating the aldol reactions?

<p>Sodium dodecyl sulfate (SDS) (C)</p> Signup and view all the answers

What did the addition of SDS to the mixture do to the uncatalyzed reaction?

<p>Completely suppressed it (B)</p> Signup and view all the answers

What did the proline-catalyzed reaction in PBS/SDS completely inhibit by addition of sodium cyanide?

<p>Aldol product formation (A)</p> Signup and view all the answers

What was effective for 2-butanone affording aldol adducts 3 and 4 in good yield with modest regio- and diastereoselectivity?

<p>L-proline (A)</p> Signup and view all the answers

What was not a donor under L-proline catalysis?

<p>3-pentanone (D)</p> Signup and view all the answers

What did the study of amines, amino acids, and small peptides as biomimetic catalysts long intrigue?

<p>Chemists (C)</p> Signup and view all the answers

What has been reported capable of catalyzing intermolecular aldol reactions with acetone as the donor under physiological conditions?

<p>Primary and secondary amines (B)</p> Signup and view all the answers

What did the synthesis of polyhydroxylated products under environmentally benign reaction conditions provide for?

<p>The synthesis of polyhydroxylated products under environmentally benign reaction conditions (B)</p> Signup and view all the answers

What was the focus of the study aside from synthesizing polyhydroxylated products under environmentally benign conditions?

<p>Examining the efficiency of the approach from the perspective of its potential as a prebiotic route to carbohydrates (A)</p> Signup and view all the answers

What is the focus of the study mentioned in the passage?

<p>Organocatalytic cross-aldol reactions in buffered aqueous media (B)</p> Signup and view all the answers

What is typically used by Class I aldolases to catalyze the aldol reaction in nature?

<p>An enamine mechanism (B)</p> Signup and view all the answers

What has been particularly difficult to mimic chemically, as mentioned in the passage?

<p>Stereocontrol in aldol products (A)</p> Signup and view all the answers

What did the organocatalytic cross-aldol reactions in aqueous media provide a direct route to?

<p>Aldols including carbohydrate derivatives (A)</p> Signup and view all the answers

What was found to be beneficial as an additive to PBS-buffer in accelerating the aldol reactions?

<p>SDS (sodium dodecyl sulfate) (C)</p> Signup and view all the answers

What was found to be beneficial as an additive to PBS-buffer in accelerating the aldol reactions?

<p>SDS (A)</p> Signup and view all the answers

What did the proline-catalyzed reaction in PBS/SDS completely inhibit by addition of sodium cyanide?

<p>Imine as an intermediate (C)</p> Signup and view all the answers

What was not a donor under L-proline catalysis?

<p>3-pentanone (B)</p> Signup and view all the answers

Why have synthetically useful aldol reactions in aqueous media been rare?

<p>Lack of enzymes and catalytic antibodies (A)</p> Signup and view all the answers

What did the synthesis of polyhydroxylated products under environmentally benign reaction conditions provide for?

<p>Prebiotic route to carbohydrates (B)</p> Signup and view all the answers

What was effective for 2-butanone affording aldol adducts 3 and 4 in good yield with modest regio- and diastereoselectivity?

<p>L-proline catalysis (D)</p> Signup and view all the answers

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