Concept explainers
(a)
Interpretation: The cis and trans isomers of the given structure B. The stereochemical relation between them needs to be determined. The R or S configuration needs to be assigned to the stereocenters at the ring fusion.
Concept Introduction:When four groups are attached to single atom that atom is called chiral atom and rotation about that atom is called the configuration.
(b)
Interpretation: The cis form of the compound and the stereochemistry at carbon 3 and 6 needs to be determined.
Concept Introduction:when an atom has four different groups that atom is called the chiral atom and rotation about chiral atom gives the configuration of the molecule.
(c)
Interpretation: The cis configuration and configuration at C,C4a,C6, and C8a needs to be determined.
Concept Introduction:Configuration tells us about the rotation of the molecule about the chiral atom. Clockwise rotation represents the R whereas anticlockwise represents the S configuration.
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Organic Chemistry: Structure and Function
- The facts in Section 5.4A can be used to locate stereogenic centers in any molecule, no matter how complicated. Always look for carbons surrounded by four different groups. With this in mind, locate the four stereogenic centers in aliskiren, a drug introduced in 2007 for the treatment of hypertension.arrow_forwardStereochemistry in biological molecules is often denoted by the D‑ and L‑ convention, instead of the ?‑R‑ and ?‑S‑ configurations determined by the Cahn–Ingold–Prelog methodology. Historically, the glyceraldehyde enantiomer that rotated plane polarized light clockwise was arbitrarily designated as D and the other enantiomer was designated as the L configuration. The D‑glyceraldehyde Fischer projection is shown. D‑glyceraldehydearrow_forwardConsider the compound below. a) Draw the structure showing stereochemistry, in which carbon 1 has S configuration and carbon 2 has R configuration. b) Draw the structure showing stereochemistry, in which carbons 1 and 2 have S configuration. c) are the two structures from part a and b diastereomers, identical, enantiomers, or unrelated?arrow_forward
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- Label them based on the type of stereoisomerism they exhibit in. OPTICAL. NEITHER OPTICAL OR GEOMETRIC GEOMETRIC CH3CH(CBr3)CH2CH2CH3 CHCI=CHCH2CI CH3CH(CBr3)CH2CH3 CF2=CI2 CHBr=CHCH2Brarrow_forwardA difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired configuration. a. Label this stereogenic center as R or S. b. A well-known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship. d. Suggest a reagent to convert A to the single stereoisomer X.arrow_forwardComplete the following reactions by identifying the major organic product, reagents), or reactant. • If the product is a single compound, draw the structure clearly in the box. • List missing reagents neatly around the blue arrows. There may be more than one reagent per arrow. • If the product is a racemic mixture, clearly draw one enantiomer and write "racemic" under the answer.arrow_forward
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning