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Platinum-catalyzed enantioselective ...

Boston College.

Platinum-catalyzed enantioselective diboration of 1,3-dienes and imines and functionalization of 1,2- and geminal bis(boronic) esters.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Platinum-catalyzed enantioselective diboration of 1,3-dienes and imines and functionalization of 1,2- and geminal bis(boronic) esters.
Author:	Hong, Kai.
Description:	360 p.
Notes:	Source: Dissertation Abstracts International, Volume: 76-09(E), Section: B.
Notes:	Adviser: James P. Morken.
Contained By:	Dissertation Abstracts International76-09B(E).
Subject:	Chemistry.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3688817
ISBN:	9781321676822

Platinum-catalyzed enantioselective diboration of 1,3-dienes and imines and functionalization of 1,2- and geminal bis(boronic) esters.
Hong, Kai.

Platinum-catalyzed enantioselective diboration of 1,3-dienes and imines and functionalization of 1,2- and geminal bis(boronic) esters. - 360 p.

Source: Dissertation Abstracts International, Volume: 76-09(E), Section: B.

Thesis (Ph.D.)--Boston College, 2015.

Platinum-catalyzed enantioselective 1,4-diboration of cyclic 1,3-dienes is reported, providing enantioenriched 1,4-bis(boronic) esters in good yield and up to 96:4 er. The analogous diboration reaction of imines generated enantioenriched alpha-amino boronic esters, which are valuable therapeutic candidates and useful synthetic building blocks. Alpha-substituted allyl bis(boronic) esters, which are derived from 1,2-diboration of 1,3-dienes, undergo double allylation with 1,4-dicarbonyls to afford cyclic 1,4-diols bearing four contiguous stereocenters in a one-pot fashion with moderate to excellent diastereoselectivity. The development of a synthesis of geminal bis(boronic) esters is disclosed. These unique compounds were utilized in an alkoxide-promoted deborylative alkylation to access primary, secondary and tertiary boronic esters.

ISBN: 9781321676822Subjects--Topical Terms:

188628
Chemistry.

Platinum-catalyzed enantioselective diboration of 1,3-dienes and imines and functionalization of 1,2- and geminal bis(boronic) esters.
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245 1 0 $a Platinum-catalyzed enantioselective diboration of 1,3-dienes and imines and functionalization of 1,2- and geminal bis(boronic) esters.
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520 $a Platinum-catalyzed enantioselective 1,4-diboration of cyclic 1,3-dienes is reported, providing enantioenriched 1,4-bis(boronic) esters in good yield and up to 96:4 er. The analogous diboration reaction of imines generated enantioenriched alpha-amino boronic esters, which are valuable therapeutic candidates and useful synthetic building blocks. Alpha-substituted allyl bis(boronic) esters, which are derived from 1,2-diboration of 1,3-dienes, undergo double allylation with 1,4-dicarbonyls to afford cyclic 1,4-diols bearing four contiguous stereocenters in a one-pot fashion with moderate to excellent diastereoselectivity. The development of a synthesis of geminal bis(boronic) esters is disclosed. These unique compounds were utilized in an alkoxide-promoted deborylative alkylation to access primary, secondary and tertiary boronic esters.
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