Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis

Michael E. Muratore; Lei Shi; Adam W. Pilling; R. Ian Storer; Darren J. Dixon

doi:10.1039/c2cc32258g

Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis

Michael E. Muratore
, Lei Shi
, Adam W. Pilling
, R. Ian Storer
, Darren J. Dixon^*

^*Corresponding author for this work

University of Oxford
University of Manchester
Pfizer

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.

Original language	English
Pages (from-to)	6351-6353
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	51
DOIs	https://doi.org/10.1039/c2cc32258g
State	Published - 30 May 2012
Externally published	Yes

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title = "Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis",

abstract = "A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.",

author = "Muratore, \{Michael E.\} and Lei Shi and Pilling, \{Adam W.\} and Storer, \{R. Ian\} and Dixon, \{Darren J.\}",

year = "2012",

month = may,

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doi = "10.1039/c2cc32258g",

language = "英语",

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T1 - Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis

AU - Muratore, Michael E.

AU - Shi, Lei

AU - Pilling, Adam W.

AU - Storer, R. Ian

AU - Dixon, Darren J.

PY - 2012/5/30

Y1 - 2012/5/30

N2 - A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.

AB - A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.

UR - https://www.scopus.com/pages/publications/84862185559

U2 - 10.1039/c2cc32258g

DO - 10.1039/c2cc32258g

M3 - 文章

AN - SCOPUS:84862185559

SN - 1359-7345

VL - 48

SP - 6351

EP - 6353

JO - Chemical Communications

JF - Chemical Communications

IS - 51

ER -

Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis

Abstract

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