A catalytic enantioselective stereodivergent aldol reaction

The aldol reaction is among the most powerful and strategically important carbon–carbon bond–forming transformations in organic chemistry. The importance of the aldol reaction in constructing chiral building blocks for complex small-molecule synthesis has spurred continuous efforts toward the develo...

وصف كامل

محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Rahman, Md. Ataur (author)
مؤلفون آخرون: Cellnik, Torsten (author), Ahuja, Brij Bhushan (author), Li, Liang (author), Healy, Alan R. (author)
منشور في: 2023
الوصول للمادة أونلاين:https://depot.sorbonne.ae/handle/20.500.12458/1395
الوسوم: إضافة وسم
لا توجد وسوم, كن أول من يضع وسما على هذه التسجيلة!
_version_ 1857415063123525632
author Rahman, Md. Ataur
author2 Cellnik, Torsten
Ahuja, Brij Bhushan
Li, Liang
Healy, Alan R.
author2_role author
author
author
author
author_facet Rahman, Md. Ataur
Cellnik, Torsten
Ahuja, Brij Bhushan
Li, Liang
Healy, Alan R.
author_role author
dc.creator.none.fl_str_mv Rahman, Md. Ataur
Cellnik, Torsten
Ahuja, Brij Bhushan
Li, Liang
Healy, Alan R.
dc.date.none.fl_str_mv 2023-04-26T05:04:53Z
2023-04-26T05:04:53Z
2023
dc.format.none.fl_str_mv application/pdf
dc.identifier.none.fl_str_mv 2375-2548
https://depot.sorbonne.ae/handle/20.500.12458/1395
10.1126/sciadv.adg8776
dc.language.none.fl_str_mv en
dc.relation.none.fl_str_mv Science Advances
dc.title.none.fl_str_mv A catalytic enantioselective stereodivergent aldol reaction
dc.type.none.fl_str_mv Controlled Vocabulary for Resource Type Genres::text::periodical::journal::contribution to journal::journal article
description The aldol reaction is among the most powerful and strategically important carbon–carbon bond–forming transformations in organic chemistry. The importance of the aldol reaction in constructing chiral building blocks for complex small-molecule synthesis has spurred continuous efforts toward the development of direct catalytic variants. The realization of a general catalytic aldol reaction with control over both the relative and absolute configurations of the newly formed stereogenic centers has been a longstanding goal in the field. Here, we report a decarboxylative aldol reaction that provides access to all four possible stereoisomers of the aldol product in one step from identical reactants. The mild reaction can be carried out on a large scale in an open flask, and generates CO2 as the only by-product. The method tolerates a broad substrate scope and generates chiral β-hydroxy thioester products with substantial downstream utility.
id sorbonner_30aaa7b58827f8c45b65ed3e970ad36d
identifier_str_mv 2375-2548
10.1126/sciadv.adg8776
language_invalid_str_mv en
network_acronym_str sorbonner
network_name_str Sorbonne University Abu Dhabi repository
oai_identifier_str oai:depot.sorbonne.ae:20.500.12458/1395
publishDate 2023
repository.mail.fl_str_mv
repository.name.fl_str_mv
repository_id_str
spelling A catalytic enantioselective stereodivergent aldol reactionRahman, Md. AtaurCellnik, TorstenAhuja, Brij BhushanLi, LiangHealy, Alan R.The aldol reaction is among the most powerful and strategically important carbon–carbon bond–forming transformations in organic chemistry. The importance of the aldol reaction in constructing chiral building blocks for complex small-molecule synthesis has spurred continuous efforts toward the development of direct catalytic variants. The realization of a general catalytic aldol reaction with control over both the relative and absolute configurations of the newly formed stereogenic centers has been a longstanding goal in the field. Here, we report a decarboxylative aldol reaction that provides access to all four possible stereoisomers of the aldol product in one step from identical reactants. The mild reaction can be carried out on a large scale in an open flask, and generates CO2 as the only by-product. The method tolerates a broad substrate scope and generates chiral β-hydroxy thioester products with substantial downstream utility.2023-04-26T05:04:53Z2023-04-26T05:04:53Z2023Controlled Vocabulary for Resource Type Genres::text::periodical::journal::contribution to journal::journal articleapplication/pdf2375-2548https://depot.sorbonne.ae/handle/20.500.12458/139510.1126/sciadv.adg8776enScience Advancesoai:depot.sorbonne.ae:20.500.12458/13952023-06-14T09:33:16Z
spellingShingle A catalytic enantioselective stereodivergent aldol reaction
Rahman, Md. Ataur
title A catalytic enantioselective stereodivergent aldol reaction
title_full A catalytic enantioselective stereodivergent aldol reaction
title_fullStr A catalytic enantioselective stereodivergent aldol reaction
title_full_unstemmed A catalytic enantioselective stereodivergent aldol reaction
title_short A catalytic enantioselective stereodivergent aldol reaction
title_sort A catalytic enantioselective stereodivergent aldol reaction
url https://depot.sorbonne.ae/handle/20.500.12458/1395