From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols: A view in perspective

Mercedes Medio-Simón; Pedro Alemán; Ana Cuenca; Jesús Gil; Nuria Rodríguez; Gregorio Asensio

doi:10.3998/ark.5550190.0006.924

From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols: A view in perspective

Mercedes Medio-Simón
, Pedro Alemán
, Ana Cuenca
, Jesús Gil
, Nuria Rodríguez
, Gregorio Asensio^*

^*Corresponding author for this work

Research output: Indexed journal article › Review › peer-review

1 Citation (Scopus)

Abstract

A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared.

Original language	English
Pages (from-to)	266-286
Number of pages	21
Journal	Arkivoc
Volume	2005
Issue number	9
DOIs	https://doi.org/10.3998/ark.5550190.0006.924
Publication status	Published - 8 Apr 2005
Externally published	Yes

Keywords

Enantioselective protonation
Enolates
Sulfinyl alcohols

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10.3998/ark.5550190.0006.924

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title = "From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols: A view in perspective",

abstract = "A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared.",

keywords = "Enantioselective protonation, Enolates, Sulfinyl alcohols",

author = "Mercedes Medio-Sim{\'o}n and Pedro Alem{\'a}n and Ana Cuenca and Jes{\'u}s Gil and Nuria Rodr{\'i}guez and Gregorio Asensio",

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T1 - From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols

T2 - A view in perspective

AU - Medio-Simón, Mercedes

AU - Alemán, Pedro

AU - Cuenca, Ana

AU - Gil, Jesús

AU - Rodríguez, Nuria

AU - Asensio, Gregorio

PY - 2005/4/8

Y1 - 2005/4/8

N2 - A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared.

AB - A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared.

KW - Enantioselective protonation

KW - Enolates

KW - Sulfinyl alcohols

UR - https://www.scopus.com/pages/publications/20044386201

UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000235707600024&DestLinkType=FullRecord&DestApp=WOS_CPL

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DO - 10.3998/ark.5550190.0006.924

M3 - Review

AN - SCOPUS:20044386201

SN - 1424-6376

VL - 2005

SP - 266

EP - 286

JO - Arkivoc

JF - Arkivoc

IS - 9

ER -

From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols: A view in perspective

Abstract

Keywords

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