This website uses cookies to give you the best user experience. If you continue without changing your settings we'll assume you are happy to receive all RSC cookies. You can change your cookie settings by navigating to our Privacy and Cookies page and following the instructions. These instructions are also obtainable from the privacy link at the bottom of any RSC page.
Lite Version|Standard version
Home > Chemical Communications >
To gain access to this content please
Log in via your home Institution.
Log in with your member or subscriber username and password.
Download


Buy PDF Add PDF to Basket (£42.50*)
*Exclusive of taxes
This article contains 4 page(s)
Abstract | Cited by

PIDA-mediated segment coupling of TMSN3, a homoallylic alcohol and an electron-deficient alkyne/alkene gives γ-azido keto ester/nitrile/phosphonate/sulfones. These metal-free transformations proceed via radical-mediated 1,5-HAT, followed by oxidation, to provide γ-azido keto derivatives with excellent stereoselectivity. This operationally simple three-component coupling involves the formation of C–N, C–C, C–H, and C[double bond, length as m-dash]O bonds in a single step.

Graphical abstract: PIDA-mediated segment coupling for the synthesis of azido-methyl substituted ketones via 1,5-hydrogen atom transfer (HAT)

Page: ^ Top


Enter Keywords, author, title,reference, or DOI
Log in | Register