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Literature DB >> 17428064

A new construction of 2-alkoxypyrans by an acylation-reductive cyclization sequence.

Abstract

A new convergent synthetic approach to a pyran motif common to many naturally occurring structures is described. In this approach, two fragments are joined by esterification, and a subsequent intramolecular reductive cyclization affords the 2-hydroxypyran.

Entities: Chemical

Mesh：

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Year: 2007 PMID： 17428064 PMCID： PMC2516373 DOI： 10.1021/ol070573h

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

16 in total

1. New, abridged pathway to Masamune's "southern hemisphere" intermediate for the total synthesis of bryostatin 7.

Authors: Karl J Hale; Mark Frigerio; Soraya Manaviazar
Journal: Org Lett Date: 2003-02-20 Impact factor: 6.005

Review 2. The chemistry and biology of the bryostatin antitumour macrolides.

Authors: Karl J Hale; Marc G Hummersone; Soraya Manaviazar; Mark Frigerio
Journal: Nat Prod Rep Date: 2002-08 Impact factor: 13.423

3. Synthesis of the bryostatin 1 northern hemisphere (C1-C16) via desymmetrization by ketalization/ring-closing metathesis.

Authors: Eric A Voight; Hassan Seradj; Paul A Roethle; Steven D Burke
Journal: Org Lett Date: 2004-10-28 Impact factor: 6.005

4. Synthetic studies on the bryostatins: preparation of a truncated BC-ring intermediate by pyran annulation.

Authors: Gary E Keck; Anh P Truong
Journal: Org Lett Date: 2005-05-26 Impact factor: 6.005

5. Synthetic studies toward the bryostatins: a substrate-controlled approach to the A-ring.

Authors: Gary E Keck; Dennie S Welch; Paige K Vivian
Journal: Org Lett Date: 2006-08-17 Impact factor: 6.005

6. Synthetic Studies Toward Bryostatin 1: Preparation of a C(1)-C(16) Fragment by Pyran Annulation.

Authors: Gary E Keck; Dennie S Welch; Yam B Poudel
Journal: Tetrahedron Lett Date: 2006-11-20 Impact factor: 2.415

7. Pyran annulation: asymmetric synthesis of 2,6-disubstituted-4-methylene tetrahydropyrans.

Authors: Gary E Keck; Jonathan A Covel; Tobias Schiff; Tao Yu
Journal: Org Lett Date: 2002-04-04 Impact factor: 6.005

8. A Study Directed to the Asymmetric Synthesis of the Antineoplastic Macrolide Acutiphycin under Enantioselective Acyclic Stereoselection Based on Chiral Oxazaborolidinone-Promoted Asymmetic Aldol Reactions.

Authors: Mostofa A. Hena
Journal: J Org Chem Date: 1999-07-23 Impact factor: 4.354

9. Concise formal synthesis of the bryostatin southern hemisphere (C17-C27).

Authors: Eric A Voight; Paul A Roethle; Steven D Burke
Journal: J Org Chem Date: 2004-06-25 Impact factor: 4.354

10. Design and synthesis of a potent phorboxazole C(11-15) acetal analogue.

Authors: Amos B Smith; Thomas M Razler; Regina M Meis; George R Pettit
Journal: Org Lett Date: 2006-02-16 Impact factor: 6.005

6 in total

1. A catalytic asymmetric vinylogous Mukaiyama aldol reaction.

Authors: Lars V Heumann; Gary E Keck
Journal: Org Lett Date: 2007-09-21 Impact factor: 6.005

2. Successive Nucleophilic and Electrophilic Allylation for the Catalytic Enantioselective Synthesis of 2,4-Disubstituted Pyrrolidines.

Authors: Guoshun Luo; Ming Xiang; Michael J Krische
Journal: Org Lett Date: 2019-02-28 Impact factor: 6.005

6. Asymmetric synthesis of highly functionalized tetrahydropyrans via a one-pot organocatalytic Michael/Henry/ketalization sequence.

Authors: Robert Hahn; Gerhard Raabe; Dieter Enders
Journal: Org Lett Date: 2014-06-27 Impact factor: 6.005