Yang, Yang
Mustard, Thomas J. L.
Cheong, Paul Ha-Yeon
Buchwald, Stephen L.

Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles

“,
Angew. Chem. Int. Ed.
,
2013
,
52
(
52
)
,
14098 – 14102
.
Abstract

The title reaction provides an effective means to access a wide range of prenylated arenes and “skipped dienes” in a completely linear-selective fashion, as demonstrated by a concise synthesis of the anti-HIV natural product siamenol. DFT calculations shed light on the origin of the excellent regioselectivity observed with the current Pd-based catalyst system.