Enantioselective synthesis of α-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations

Literature Information

Publication Date 2006-06-02
DOI 10.1039/B605346G
Impact Factor 6.222
Authors

Yinghua Jin, Robert M. Coates


View Original

Abstract

Enolate anions generated from norterpenyl bromides bearing oxazolidinone chiral auxiliaries at the chain termini underwent efficient, stereo-biased cyclizations to form 6- and 14-membered rings in novel synthetic routes to α-terpineol and nephthenol enantiomers.

Related Literature

Triarylamine: a promising core unit for efficient photovoltaic materials

Zhijun Ning, He Tian

2009-07-28 Feature Article

DOI: 10.1039/B908802D

Interrupting the Nazarov reaction: domino and cascade processes utilizing cyclopentenyl cations

Tina N. Grant, Curtis J. Rieder, Frederick G. West

2009-08-21 Feature Article

DOI: 10.1039/B908515G

Electrochemical patterning of gold nanoparticles on transparent single-walled carbon nanotube films

Minh-Phuong Ngoc Bui, Sangyeop Lee, Kwi Nam Han, Xuan-Hung Pham, Cheng Ai Li, Jaebum Choo, Gi Hun Seong

2009-08-10 Communication

DOI: 10.1039/B906939A

Template-free polymorph discrimination and synthesis of calcium carbonate minerals

Jun Jiang, Shao-Feng Chen, Lei Liu, Hong-Bin Yao, Yun-Hao Qiu, Min-Rui Gao, Shu-Hong Yu

2009-08-12 Communication

DOI: 10.1039/B911219G

Two diamino-substituted lithiocarbanions in one molecule

Ina Kamps, Andreas Mix, Raphael J. F. Berger, Beate Neumann, Hans-Georg Stammler, Norbert W. Mitzel

2009-08-20 Communication

DOI: 10.1039/B909561F

Contents and Highlights in Chemical Technology

Front/Back Matter

DOI: 10.1039/B918593N

Oligosilylated group 4 titanocenes in the oxidation state +3

Michaela Zirngast, Ulrich Flörke, Judith Baumgartner, Christoph Marschner

2009-08-13 Communication

DOI: 10.1039/B910637E

Polymorph selection in 2D crystals by phase transition blocking

Leo Merz, Tobias Bauert, Manfred Parschau, Georg Koller, Jay S. Siegel

2009-08-14 Communication

DOI: 10.1039/B911056A

State-of-the-art palladium-catalyzed alkoxycarbonylations

Rui Sang, Yuya Hu, Rauf Razzaq, Ralf Jackstell, Matthias Beller

2020-11-19 Review Article

DOI: 10.1039/D0QO01203C

You might also like

Compound Q&A

Are there alternatives to 1-(4-Chlorophenyl)-N-hydroxymethanimine (CAS: 3848-36-0) in synthesis?

When considering alternatives to 1-(4-Chlorophenyl)-N-hydroxymethanimine (CAS: 3...

3848-36-01-(4-Chlorophenyl)-N...
Compound Q&A

How is 3-(4-Bromophenyl)-5-(2-fluorophenyl)-1,2,4-oxadiazole (CAS: 419553-16-5) typically synthesized?

3-(4-Bromophenyl)-5-(2-fluorophenyl)-1,2,4-oxadiazole is synthesized through a m...

419553-16-53-(4-Bromophenyl)-5-...
Compound Q&A

How is 5-Chloro-2-(4-chlorophenyl)-4-methyl-6-[3-(1-piperidinyl)propoxy]pyrimidine (CAS: 1639220-19-1) typically synthesized?

5-Chloro-2-(4-chlorophenyl)-4-methyl-6-[3-(1-piperidinyl)propoxy]pyrimidine (CAS...

1639220-19-15-Chloro-2-(4-chloro...
Compound Q&A

What industries use 2-Chloro-4-(difluoromethoxy)pyridine (CAS: 1206978-15-5)?

2-Chloro-4-(difluoromethoxy)pyridine is used in the pharmaceutical industry for ...

1206978-15-52-Chloro-4-(difluoro...
Compound Q&A

What regulatory guidelines apply to 3-Chloro-6-methylpyridazine (CAS: 1121-79-5)?

3-Chloro-6-methylpyridazine (CAS: 1121-79-5) is classified under the Globally Ha...

1121-79-53-Chloro-6-methylpyr...
Compound Q&A

Are there alternatives to Methyl 4,5-dimethyl-2-nitrobenzoate in synthesis?

Several alternatives can be used in the synthesis of Methyl 4,5-dimethyl-2-nitro...

90922-74-0Methyl 4,5-dimethyl-...
Compound Q&A

Are there alternatives to (2E,2'E)-3,3'-(1,4-Phenylene)bisacrylaldehyde in synthesis?

Alternatives to (2E,2'E)-3,3'-(1,4-Phenylene)bisacrylaldehyde include other acry...

63405-68-5(2E,2'E)-3,3'-(1,4-P...
Compound Q&A

What is 3-Amino-5-chloropyridin-2-ol hydrochloride (CAS: 1261906-29-9)?

3-Amino-5-chloropyridin-2-ol hydrochloride is an organic compound with the CAS n...

1261906-29-93-Amino-5-chloropyri...
Compound Q&A

What precautions should be taken when handling 6,7-Difluoro-2,3-dihydro-4H-chromen-4-one (CAS: 1092349-93-3)?

When handling 6,7-Difluoro-2,3-dihydro-4H-chromen-4-one, it is essential to wear...

1092349-93-36,7-Difluoro-2,3-dih...

Source Journal

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.