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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 1
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Original Articles

FeCl3 and Yb(OTf)3 Mediated Conversion of Acetates of the Baylis–Hillman Adducts into (Z) and (E) Trisubstituted Alkenes

Palakodety Radha Krishna Discovery Laboratory, Organic Chemistry Division III, Indian Institute of Chemical Technology, Uppal Road, Hyderabad, 500 007, IndiaCorrespondence[email protected]
,
V. Kannan Discovery Laboratory, Organic Chemistry Division III, Indian Institute of Chemical Technology, Uppal Road, Hyderabad, 500 007, India
&
G. V. M. Sharma Discovery Laboratory, Organic Chemistry Division III, Indian Institute of Chemical Technology, Uppal Road, Hyderabad, 500 007, India
Pages 55-64 | Received 30 Jun 2003, Published online: 16 Aug 2006

Citations (20)

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Y. Liu, H. Zheng, D. Xu, Z. Xu & Y. Zhang. (2007) AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF (Z)-ALLYL CHLORIDES FROM BAYLIS-HILLMAN ADDUCTS USING VILSMEIER-HAACK REAGENT. Organic Preparations and Procedures International 39:2, pages 190-195.
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Articles from other publishers (19)

Vadivel Vaithiyanathan & Ganesan Ravichandran. (2021) A short time isomerisation for the synthesis of 3-ylideneoxindoles from Morita-Baylis-Hillman adduct of isatin derivatives with 1-hexyn-3-ol using FeCl3 and K-10 clay. Tetrahedron Letters 75, pages 153212.
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Joel K. Annor-Gyamfi, Ebenezer Ametsetor, Kevin Meraz & Richard A. Bunce. (2020) Naphthalenes and Quinolines by Domino Reactions of Morita–Baylis–Hillman Acetates. Molecules 25:21, pages 5168.
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Richard C. LarockRichard C. Larock & Li Zhang. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 24 .
Ingmar Bauer & Hans-Joachim Knölker. (2015) Iron Catalysis in Organic Synthesis. Chemical Reviews 115:9, pages 3170-3387.
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NARENDER REDDY THATIKONDA, NAGA SESHA SAI PAVAN KUMAR CHEBOLU, MAHENDAR BUDDE & JAYATHIRTHA RAO VAIDYA. (2012) Triphosgene mediated chlorination of Baylis–Hillman adducts. Journal of Chemical Sciences 124:2, pages 513-519.
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Long Huang & Min Shi. (2012) A cascade reaction of pyrrole-2-carbaldehyde substituted Morita–Baylis–Hillman adducts in the presence of tetrabutylammonium hydroxide or acetate to construct aza-heterocycles. Chemical Communications 48:37, pages 4501.
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Min Shi, Feijun Wang, Mei-Xin Zhao & Yin WeiMei-Xin Zhao, Yin Wei & Min Shi. 2011. The Chemistry of the Morita-Baylis-Hillman Reaction. The Chemistry of the Morita-Baylis-Hillman Reaction 209 324 .
Palakodety Radha Krishna & Y. Lakshmi Prapurna. (2010) DABCO catalyzed facile synthesis of highly functionalized pyrazolines from Baylis–Hillman acetates and ethyl diazoacetate. Tetrahedron Letters 51:50, pages 6507-6510.
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Deevi Basavaiah, Bhavanam Sekhara Reddy & Satpal Singh Badsara. (2010) Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry. Chemical Reviews 110:9, pages 5447-5674.
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Anna Serra-Muns, Amandine Guérinot, Sébastien Reymond & Janine Cossy. (2010) Silica gel-mediated rearrangement of allylic acetates. Application to the synthesis of 1,3-enynes. Chemical Communications 46:23, pages 4178.
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. (2009) Mild and Efficient Palladium Catalyzed Isomerization of Baylis-Hillman Acetates. Bulletin of the Korean Chemical Society 30:5, pages 1195-1197.
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Palakodety Radha Krishna, Empati Raja Sekhar & Florence Mongin. (2008) Lewis acid- and/or Lewis base-catalyzed [3+2] cycloaddition reaction: synthesis of pyrazoles and pyrazolines. Tetrahedron Letters 49:48, pages 6768-6772.
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Bernd Plietker. 2008. Iron Catalysis in Organic Chemistry. Iron Catalysis in Organic Chemistry 197 215 .
Thierry Ollevier & Topwe M. Mwene-Mbeja. (2008) Bismuth triflate-catalyzed rearrangement of acetates of the Baylis–Hillman adducts into (E)-trisubstituted alkenes. Tetrahedron 64:22, pages 5150-5155.
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Jian Li, Shaoyu Li, Xueshun Jia & Yongmin Zhang. (2008) Syntheses of ( Z )-Allyl Chlorides from Baylis–Hillman Adducts with a Trichlorotriazine/DMF System . Journal of Chemical Research 2008:1, pages 48-49.
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Palakodety Radha Krishna, P.V. Narasimha Reddy, A. Sreeshailam, M. Uday Kiran & B. Jagdeesh. (2007) The Baylis–Hillman reaction: a strategic tool for the synthesis of higher-carbon sugars. Tetrahedron Letters 48:37, pages 6466-6470.
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Palakodety Radha Krishna, A. Manjuvani & V. Kannan. (2005) Steric determinants in diastereocontrol during Baylis–Hillman reaction of sugar-derived aldehydes. Tetrahedron: Asymmetry 16:16, pages 2691-2703.
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Palakodety Radha Krishna, V. Kannan & G. V. M. Sharma. (2004) FeCl 3 ‐ and Yb(OTf) 3 ‐Mediated Conversion of Acetates of the Baylis—Hillman Adducts into (Z)‐ and (E)‐ Trisubstituted Alkenes. . ChemInform 35:27.
Crossref
Palakodety Radha Krishna, V. Kannan & P. V. Narasimha Reddy. (2004) N ‐Methylprolinol Catalysed Asymmetric Baylis−Hillman Reaction . Advanced Synthesis & Catalysis 346:6, pages 603-606.
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