New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst

Artur R. Abreu; Iva Costa; Carla P. Rosa; Luísa M. Ferreira; Ana Lourenço; Pedro P. Santos

doi:10.1016/j.tet.2005.09.064

New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst

Artur R. Abreu, Iva Costa, Carla P. Rosa, Luísa M. Ferreira, Ana Lourenço, Pedro P. Santos

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

21 Citations (Scopus)

Abstract

A new enantioselective/inverse phase transfer catalysis (IPTC) reaction for the Markovnikov hydration of double bounds by an oxymercuration-demercuration reaction with cyclodextrins as catalysts was disclosed. Moderate ee (up to 32%) and yields (14-60%) were obtained for allylic amines and protected allylic alcohols as starting materials.

Original language	English
Pages (from-to)	11986-11990
Number of pages	5
Journal	Tetrahedron
Volume	61
Issue number	50
DOIs	https://doi.org/10.1016/j.tet.2005.09.064
Publication status	Published - 12 Dec 2005

Keywords

Cyclodextrin
Hydration
IPTC
Oxymercuration
Reduction

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title = "New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst",

abstract = "A new enantioselective/inverse phase transfer catalysis (IPTC) reaction for the Markovnikov hydration of double bounds by an oxymercuration-demercuration reaction with cyclodextrins as catalysts was disclosed. Moderate ee (up to 32%) and yields (14-60%) were obtained for allylic amines and protected allylic alcohols as starting materials.",

keywords = "Cyclodextrin, Hydration, IPTC, Oxymercuration, Reduction",

author = "Abreu, {Artur R.} and Iva Costa and Rosa, {Carla P.} and Ferreira, {Lu{\'i}sa M.} and Ana Louren{\c c}o and Santos, {Pedro P.}",

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T1 - New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst

AU - Abreu, Artur R.

AU - Costa, Iva

AU - Rosa, Carla P.

AU - Ferreira, Luísa M.

AU - Lourenço, Ana

AU - Santos, Pedro P.

PY - 2005/12/12

Y1 - 2005/12/12

N2 - A new enantioselective/inverse phase transfer catalysis (IPTC) reaction for the Markovnikov hydration of double bounds by an oxymercuration-demercuration reaction with cyclodextrins as catalysts was disclosed. Moderate ee (up to 32%) and yields (14-60%) were obtained for allylic amines and protected allylic alcohols as starting materials.

AB - A new enantioselective/inverse phase transfer catalysis (IPTC) reaction for the Markovnikov hydration of double bounds by an oxymercuration-demercuration reaction with cyclodextrins as catalysts was disclosed. Moderate ee (up to 32%) and yields (14-60%) were obtained for allylic amines and protected allylic alcohols as starting materials.

KW - Cyclodextrin

KW - Hydration

KW - IPTC

KW - Oxymercuration

KW - Reduction

UR - http://www.scopus.com/inward/record.url?scp=27744452955&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2005.09.064

DO - 10.1016/j.tet.2005.09.064

M3 - Article

SN - 0040-4020

VL - 61

SP - 11986

EP - 11990

JO - Tetrahedron

JF - Tetrahedron

IS - 50

ER -

New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst

Abstract

Keywords

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