4363-34-2 | Vinylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	96%	in stock	$558.00	$391.00
5g	96%	in stock	$1,879.00	$1,316.00

Description

• Catalog Number: AI50419
• Chemical Name: Vinylboronic acid
• CAS Number: 4363-34-2
• Molecular Formula: C2H5BO2
• Molecular Weight: 71.8709
• MDL Number: MFCD02258951
• SMILES: OB(C=C)O

Computed Properties

• Complexity: 34.6
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 5
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Literature

• Lewis acid promoted highly diastereoselective Petasis Borono-Mannich reaction: efficient synthesis of optically active β,γ-unsaturated α-amino acids.

  Organic letters 20120420

• Highly selective methods for synthesis of internal (α-) vinylboronates through efficient NHC-Cu-catalyzed hydroboration of terminal alkynes. Utility in chemical synthesis and mechanistic basis for selectivity.

  Journal of the American Chemical Society 20110525

• Total synthesis of fostriecin: via a regio- and stereoselective polyene hydration, oxidation, and hydroboration sequence.

  Organic letters 20100903

• Vicinal diboronates in high enantiomeric purity through tandem site-selective NHC-Cu-catalyzed boron-copper additions to terminal alkynes.

  Journal of the American Chemical Society 20091230

• Diastereoselective addition of zincated hydrazones to alkenylboronates and stereospecific trapping of boron/zinc bimetallic intermediates by carbon electrophiles.

  Journal of the American Chemical Society 20081119

• Synthesis of amphidinolide E C10-C26 fragment.

  Organic letters 20081106

• Synthesis and evaluation of the cytotoxicity of apoptolidinones A and D.

  The Journal of organic chemistry 20080704

• A new catalytic route to boryl- and borylsilyl-substituted buta-1,3-dienes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

• Sequential Pd-catalyzed asymmetric allene diboration/alpha-aminoallylation.

  Journal of the American Chemical Society 20060111

• Asymmetric total synthesis of (-)-spirofungin A and (+)-spirofungin B.

  Organic letters 20051208

• Boron-directed regio- and stereoselective enyne cross metathesis: efficient synthesis of vinyl boronate containing 1,3-dienes.

  Organic letters 20050428

• Synthesis of beta,beta-disubstituted vinyl boronates via the ruthenium-catalyzed Alder ene reaction of borylated alkynes and alkenes.

  Journal of the American Chemical Society 20050316

• Efficient synthesis of aryl vinyl ethers exploiting 2,4,6-trivinylcyclotriboroxane as a vinylboronic acid equivalent.

  The Journal of organic chemistry 20040723

• Total synthesis of (-)-bafilomycin A(1).

  Journal of the American Chemical Society 20020619

• Total synthesis of rutamycin B, a macrolide antibiotic from Streptomyces aureofaciens.

  The Journal of organic chemistry 20010727