Synthesis of functionalized Morita–Baylis–Hillman adducts by a conjugate addition–elimination sequence
We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olef...
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| Published in | Organic & biomolecular chemistry Vol. 7; no. 17; pp. 3594 - 3598 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
CAMBRIDGE
Royal Soc Chemistry
01.01.2009
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| Subjects | |
| Online Access | Get full text |
| ISSN | 1477-0520 1477-0539 1477-0539 |
| DOI | 10.1039/b907373f |
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| Abstract | We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olefins. |
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| AbstractList | We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olefins.We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olefins. We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olefins. |
| Author | Prunet, Joëlle Aouzal, Rémi |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/19675917$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1016_j_tet_2016_03_039 crossref_primary_10_1002_ejoc_201801367 crossref_primary_10_1039_C7OB03066E crossref_primary_10_1016_j_ccr_2010_07_003 crossref_primary_10_1002_ejoc_201403114 crossref_primary_10_1016_j_tetlet_2009_10_139 crossref_primary_10_1021_ol902763g crossref_primary_10_1002_ejoc_201100442 crossref_primary_10_1002_ejoc_201701639 crossref_primary_10_1002_ejoc_202201180 crossref_primary_10_1039_C6OB02333A |
| Cites_doi | 10.3987/COM-05-10377 10.1021/cr010043d 10.1002/asia.200600191 10.1021/ja0214882 10.1055/s-1997-4472 10.1016/S0040-4039(98)00966-6 10.1021/ol017122w 10.1016/S0040-4039(02)01796-3 10.1055/s-1995-4929 10.1021/ol702624n 10.1016/j.crci.2004.02.014 10.1021/ol0612399 10.1021/ol0157095 10.1021/ol701624y 10.1021/jo00061a018 |
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| Keywords | DIASTEREOSELECTIVE SYNTHESIS CROSS-METATHESIS REACTION PROTECTED SYN 1,3-DIOLS |
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| Snippet | We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are... |
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| Title | Synthesis of functionalized Morita–Baylis–Hillman adducts by a conjugate addition–elimination sequence |
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