Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or alcoholsformed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and twoO Hintin-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b)Characterize the product or products of the reactions.The first step of the reaction,hydroboration, involves addition ofBH, to the double bond, with -BH,attached to one carbon and hydrogenBe sure to draw hydrogens on oxygen, where applicable.attached to the other. Consider bothRingsthe regioselectivity and theSelectDrawMoreErasestereochemistry of this addition.HDiborane, B,H,, is a source ofborane, BH,, and can be used1. B2H6,interchangeably. Diglyme isa solvent.diglyme2. H2О2, НО",The product or products of the reaction are characterized as beingO S.O racemic.O achiral.O R,S (and/or S,R).O R.O S,S.O R.R.O diastereomers.

Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or aleohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per cach chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. Be sure to draw hydrogens on oxygen, where applicable. Select Rings More Draw Erase 1. B2H6, diglyme 2. H2O2, HO-, The product or products of the reaction are characterized as being racemic. achiral. R,S (and/or S,R). R. S,S. R.R. diastereomers.

Alkenes can be converted to alcohols by hydroboration-oxidation. (a) Draw the structure of the alcohol or aleohols formed in the reaction sequence. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per cach chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds.(b) Characterize the product or products of the reactions. Be sure to draw hydrogens on oxygen, where applicable. Select Rings More Draw Erase 1. B2H6, diglyme 2. H2O2, HO-, The product or products of the reaction are characterized as being racemic. achiral. R,S (and/or S,R). R. S,S. R.R. diastereomers.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 40CTQ

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