Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

9-2015

Journal or Book Title

Organic Letters

Volume

17

Issue

19

First Page

4654

Last Page

4657

DOI

10.1021/acs.orglett.5b02559

Abstract

The development of a rhodium catalyst for endo- and enantioselective hydroacylation ofortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49–91%) with excellent enantioselectivities (96–99% ee).

Comments

Reprinted (adapted) with permission from Organic Letters 17 (2015): 4654, doi:10.1021/acs.orglett.5b02559. Copyright 2015 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

Share

COinS