Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines

XiaoFeng Ma; Ian Hazelden; Thomas Langer; Rachel Munday; John Bower

doi:10.1021/jacs.8b12689

Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines

XiaoFeng Ma, Ian Hazelden, Thomas Langer, Rachel Munday, John Bower

Research output: Contribution to journal › Article (Academic Journal) › peer-review

14 Citations (Scopus)

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Abstract

Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents
the broadest scope enantioselective aza-Heck protocol developed so far.

Original language	English
Pages (from-to)	3356-3360
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	141
Issue number	8
Early online date	9 Feb 2019
DOIs	https://doi.org/10.1021/jacs.8b12689
Publication status	Published - 18 Feb 2019

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10.1021/jacs.8b12689

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This is the author accepted manuscript (AAM). The final published version (version of record) is available online via ACS Publications at https://pubs.acs.org/doi/10.1021/jacs.8b12689. Please refer to any applicable terms of use of the publisher.
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title = "Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines",

abstract = "Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and representsthe broadest scope enantioselective aza-Heck protocol developed so far.",

author = "XiaoFeng Ma and Ian Hazelden and Thomas Langer and Rachel Munday and John Bower",

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T2 - Synthesis of Pyrrolidines and Piperidines

AU - Ma, XiaoFeng

AU - Hazelden, Ian

AU - Langer, Thomas

AU - Munday, Rachel

AU - Bower, John

PY - 2019/2/18

Y1 - 2019/2/18

N2 - Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and representsthe broadest scope enantioselective aza-Heck protocol developed so far.

AB - Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and representsthe broadest scope enantioselective aza-Heck protocol developed so far.

U2 - 10.1021/jacs.8b12689

DO - 10.1021/jacs.8b12689

M3 - Article (Academic Journal)

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JF - Journal of the American Chemical Society

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