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Nucleophilic borylation of aldehydes and conjugated carbonyls: Applications to homologation and carbosilylation reactions

Award Number: R15GM119034
ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES
OPDIV: NIH
AWARD CLASS: DISCRETIONARY
AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

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Project Summary/Abstract Lead-PI: Timothy Clark University of San Diego Sub-PI: Gregory O'Neil Western Washington University Title: Nucleophilic borylation of aldehydes and conjugated carbonyls: Applications to homologation and carbosilylation reactions Abstract: The proposed research involves the development of synthetic methods that utilize the copper- catalyzed nucleophilic borylation of aldehydes and ¿,¿-unsaturated carbonyls. The resulting organoboronate esters will be used as intermediates in two types of synthetic reactions: (1) homologation of the carbon–boron bond with complex homologating agents; (2) oxidation to set up intramolecular carbosilylations to form tertiary alcohols stereoselectively. These two approaches to preparing synthetically useful and highly-substituted organic intermediates will simplify access to a number of biologically relevant targets. The versatility and selectivities afforded by these new methods will prove superior for a number of synthetic applications. The two major aims of this project are: 1. Utilize aldehyde borylation/homologations to construct highly-substituted organoboronate esters with contiguous stereocenters. 2. Develop intramolecular carbosilylations of ¿-hydroxyketones using tethered silanes.


Issue Date FY	Funding FY	Legal Entity Name	Legal Entity Address	Legal Entity City	Legal Entity State	Legal Entity Zip Code	Legal Entity COUNTY	Legal Entity COUNTRY	Assistance Listing	Award Code	Budget Year	Action Date	Action Type	Action Amount

Issue Date FY: 2021 ( Subtotal = $0 )
2021	2016	UNIVERSITY OF SAN DIEGO	5998 ALCALA PARK FRNT	SAN DIEGO	CA	92110	SAN DIEGO	USA	Biomedical Research and Research Training	000	1	2/6/2021	NEW	$0
														Subtotal = $0

Issue Date FY: 2016 ( Subtotal = $380,334 )
2016	2016	UNIVERSITY OF SAN DIEGO	ALCALA PARK	SAN DIEGO	CA	92110	SAN DIEGO	USA	Biomedical Research and Research Training	000	1	9/16/2016	NEW	$380,334
														Subtotal = $380,334

Grand Total All Awards = $380,334

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Nucleophilic borylation of aldehydes and conjugated carbonyls: Applications to homologation and carbosilylation reactions

Award Number: R15GM119034

ORGANIZATION: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES

OPDIV: NIH

AWARD CLASS: DISCRETIONARY

AWARD ACTIVITY TYPE: SCIENTIFIC/HEALTH RESEARCH (INCLUDES SURVEYS)

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