42723-25-1Relevant academic research and scientific papers
Straightforward synthesis of nonconjugated cyclohex-3-enone and conjugated 4-methylenecyclohex-2-enone derivatives
Kuttner, Julian R.,Warratz, Svenja,Hilt, Gerhard
experimental part, p. 1293 - 1303 (2012/06/30)
The synthesis of nonconjugated cyclohex-3-enones via the regiodivergent cobalt-catalysed Diels-Alder reactions of 2-(trimethylsilyloxy)buta-1,3-diene with alkynes and hydrolysis of the dihydroaromatic intermediates is described. The application of bidentate phosphine ligands versus pyridine-imine ligands led to the regioselective formation of one out of the two possible regioisomeric products when terminal or unsymmetrically substituted alkynes were applied. The cyclohex-3-enone products were isolated mostly in good yields without isomerisation of the carbon-carbon double bond into conjugation based on the mild reaction conditions. The use of acetoxymethyl-substituted alkynes led to the conjugated 4-methylenecyclohex-2-enones after deprotection of the silyl enol ether. Georg Thieme Verlag Stuttgart · New York.
1,3,5-triaza-7-phosphaadamantane (PTA): A practical and versatile nucleophilic phosphine organocatalyst
Tang, Xiaofang,Zhang, Bo,He, Zhengrong,Gao, Ruili,He, Zhengjie
, p. 2007 - 2017 (2008/09/18)
In this paper, the air-stable and readily available 1,3,5-triaza-7- phosphaadmantane (PTA) is reported as a practical and versatile nucleophilic phosphine organocatalyst. Under the mediation of 15-30 mol% of PTA, various electrophiles like aldehydes and i
Cyclization of 2,6-Diones over H-ZSM-5: One-pot Synthesis of Dimethylphenols and Substituted α,β-Unsaturated Cyclohexenones
Reddy, P. Veera,Prakash, Adekkanattu M.,Chakrabarty, Dipak K.,Bhat, Sujata V.
, p. 306 - 307 (2007/10/03)
2,6-Diones on treatment with zeolite H-ZSM-5 yield dimethylphenols (DMPs) or α,β-unsaturated cyclohexenones.
Direct Formation of the Steroid Nucleus by a Biomimetic Cyclization
Johnson, William S.,McCarry, Brian E.,Markezich, R. L.,Boots, Sharon G.
, p. 352 - 359 (2007/10/02)
The aim of this study was to synthesize the trienynol 3 and to study its cyclization.The substrate was synthesized by a convergent route, the key step being the stereoselective Wittig-Schlosser condensation of the known aldehyde 19 with the phosphorane 18
Alkinyl terminating groups in biogenetic-like cyclizations to steroids
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, (2008/06/13)
Polyenine compounds are provided having the naturally occurring geometry and a group which in the presence of acid initiates a carbocation cyclization to a steroid or A-nor-steroid structure, particularly the pregnane parent structure. The compounds are formed for the most part by condensation of two units prepared from readily available small molecules and are joined to form a polyenine, usully having a substituted carbocyclic ring which upon contact with a Lewis acid catalyst (includes protonic) cyclizes directly to provide the 5-membered D ring as well as substitution at the C-20 position.
