Regio- and Diastereofacial Selective Hydroboration of Chiral Allylic Stannanes, Silanes, and Germanes

Benjamin W. Gung Department of Chemistry, Miami University Oxford, 45056, Ohio

Keith W. Ohm Department of Chemistry, Miami University Oxford, 45056, Ohio

Daniel T. Smith Department of Chemistry, Miami University Oxford, 45056, Ohio

Abstract

Hydroboration of the chiral allylic metals.(1a–1e) gave regiospecifically 1,3-diol. Greater than 95% of syn-1,3-diol was obtained with 9-BBN, while a 50:50 mixture of syn and anti-1,3-diol was produced with BH₃. The chiral allylic alcohol, 2,2-dimethyl-4-hexen-3-ol (1f), produced anti-1,2-diol.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Regio- and Diastereofacial Selective Hydroboration of Chiral Allylic Stannanes, Silanes, and Germanes

Information for

Open access

Opportunities

Help and information

Regio- and Diastereofacial Selective Hydroboration of Chiral Allylic Stannanes, Silanes, and Germanes

Abstract

Reprints and Corporate Permissions

Academic Permissions

Related research

To cite this article:

Download citation

Information for

Open access

Opportunities

Help and information

Keep up to date

Your download is now in progress and you may close this window

Login or register to access this feature