Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2006 Oct 4;128(39):12660-1.
doi: 10.1021/ja0651308.

Asymmetric allylboration of ketones catalyzed by chiral diols

Sha Lou  1 , Philip N Moquist, Scott E Schaus
Affiliations

Asymmetric allylboration of ketones catalyzed by chiral diols

Sha Lou et al. J Am Chem Soc. .

Abstract

Chiral BINOL-derived diols catalyze the enantioselective asymmetric allylboration of ketones. The reaction requires 15 mol % of 3,3'-Br2-BINOL as the catalyst and allyldiisopropoxyborane as the nucleophile. The reaction products are obtained in good yields (76-93%) and high enantiomeric ratios (95:5-99.5:0.5). High diastereoselectivities (dr >/= 98:2) and enantioselectivities (er >/= 98:2) are obtained in the reactions of acetophenone with crotyldiisopropoxyboranes.

PubMed Disclaimer

Publication types

LinkOut - more resources