Double-Mannich annulation of cyclic ketones using N,N-bis(ethoxymethyl) alkylamine reagents

Jill I. Halliday; Mary Chebib; Peter Turner; Malcolm D. McLeod

doi:10.1021/ol061242s

Double-Mannich annulation of cyclic ketones using N,N-bis(ethoxymethyl) alkylamine reagents

Jill I. Halliday, Mary Chebib, Peter Turner, Malcolm D. McLeod^*

^*Corresponding author for this work

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

28 Citations (Scopus)

Abstract

N,N-Bis(ethoxymethyl)alkylamines function as effective reagents in the double-Mannich annulation of cyclic ketone substrates, providing efficient access to a series of azabicyclic ketones. These ring systems are a useful scaffold for the four-step synthesis of novel constrained homocholine analogues.

Original language	English
Pages (from-to)	3399-3401
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	15
DOIs	https://doi.org/10.1021/ol061242s
Publication status	Published - 20 Jul 2006
Externally published	Yes

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10.1021/ol061242s

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title = "Double-Mannich annulation of cyclic ketones using N,N-bis(ethoxymethyl) alkylamine reagents",

abstract = "N,N-Bis(ethoxymethyl)alkylamines function as effective reagents in the double-Mannich annulation of cyclic ketone substrates, providing efficient access to a series of azabicyclic ketones. These ring systems are a useful scaffold for the four-step synthesis of novel constrained homocholine analogues.",

author = "Halliday, {Jill I.} and Mary Chebib and Peter Turner and McLeod, {Malcolm D.}",

year = "2006",

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T1 - Double-Mannich annulation of cyclic ketones using N,N-bis(ethoxymethyl) alkylamine reagents

AU - Halliday, Jill I.

AU - Chebib, Mary

AU - Turner, Peter

AU - McLeod, Malcolm D.

PY - 2006/7/20

Y1 - 2006/7/20

N2 - N,N-Bis(ethoxymethyl)alkylamines function as effective reagents in the double-Mannich annulation of cyclic ketone substrates, providing efficient access to a series of azabicyclic ketones. These ring systems are a useful scaffold for the four-step synthesis of novel constrained homocholine analogues.

AB - N,N-Bis(ethoxymethyl)alkylamines function as effective reagents in the double-Mannich annulation of cyclic ketone substrates, providing efficient access to a series of azabicyclic ketones. These ring systems are a useful scaffold for the four-step synthesis of novel constrained homocholine analogues.

UR - http://www.scopus.com/inward/record.url?scp=33746917485&partnerID=8YFLogxK

U2 - 10.1021/ol061242s

DO - 10.1021/ol061242s

M3 - Article

SN - 1523-7060

VL - 8

SP - 3399

EP - 3401

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Double-Mannich annulation of cyclic ketones using N,N-bis(ethoxymethyl) alkylamine reagents

Abstract

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