Search Results - "Ward, Dale E."
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Enantioselective Total Synthesis of Cyathin A3
Published in Organic letters (19-07-2007)“…The total synthesis of (−)-cyathin A3 is described. The key step involves an unusual enantioselective Diels−Alder reaction of 2,5-dimethyl-1,4-benzoquinone…”
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Total Synthesis of Dolabriferol C by a Highly Stereoselective One‐Pot Coupling of a meso‐3,7‐Diketone with Two Chiral Aldehydes
Published in Angewandte Chemie International Edition (13-12-2021)“…Total synthesis of the noncontiguous polypropionate dolabriferol C was achieved by retro‐Claisen fragmentation of its putative contiguous precursor under mild…”
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3
Thiopyran Route to Polypropionates: An Efficient Synthesis of Serricornin
Published in Journal of organic chemistry (10-11-2006)“…The synthesis of serricornin [(4S,6S,7S)-7-hydroxy-4,6-dimethylnonan-3-one], a sex pheromone produced by the female cigarette beetle (Lasioderma serricorne…”
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4
Rational Design of Aldol Reactions That Proceed via Kinetic Resolution with Switchable Enantioselectivity
Published in Journal of organic chemistry (19-06-2009)“…The stereoselectivity of aldol reactions of chiral reactants can be factorized into to three stereocontrol elements: the diastereoface selectivities of the…”
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5
Enantiospecific Total Synthesis of Lairdinol A
Published in Journal of organic chemistry (01-02-2008)“…The synthesis of lairdinol A, a component of the host-selective phytotoxin depsilairdin, was achieved in 12 steps (18% overall yield) without the use of…”
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The Thiopyran Route to Polypropionates: Enantioselective Synthesis of Membrenone B from Racemic Fragments
Published in Journal of organic chemistry (28-09-2007)“…(6S,7S,8S,9R,10S)-(−)-Membrenone B was synthesized in nine steps (9.4% overall yield) beginning with two-directional aldol coupling of…”
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7
The thiopyran route to polypropionates
Published in Chemical communications (Cambridge, England) (07-11-2011)“…The strategic use of thiopyran templates to facilitate polypropionate synthesis was first demonstrated in Woodward's landmark total synthesis of erythromycin A…”
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On the Origin of Dolabriferol: Total Synthesis via Its Putative Contiguous Precursor
Published in Organic letters (05-08-2016)“…The putative contiguous polypropionate precursor of dolabriferol was synthesized using as the key step a rationally designed enantiomer-selective aldol…”
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Intramolecular Diels−Alder Reaction by Self-Assembly of the Components on a Lewis Acid Template
Published in Organic letters (30-11-2000)“…Diels−Alder reactions of 2,4-hexadienol or its O-methyl ether with acrylate derivatives at 120 °C give mixtures of the four possible adducts with low…”
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10
Total Synthesis of Dolabriferol C by a Highly Stereoselective One‐Pot Coupling of a meso‐3,7‐Diketone with Two Chiral Aldehydes
Published in Angewandte Chemie (13-12-2021)“…Total synthesis of the noncontiguous polypropionate dolabriferol C was achieved by retro‐Claisen fragmentation of its putative contiguous precursor under mild…”
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11
Aldol Reactions with Kinetic Resolution: Scope and Limitations of Ketal- and Dithioketal-Protected β‑Ketoaldehydes
Published in Journal of organic chemistry (07-12-2012)“…The multiplicativity rule suggests that aldol coupling of chiral reactants will proceed with substantial mutual kinetic enantioselection (MKE) (racemic…”
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12
Thiopyran Route to Polypropionates: Exploiting and Overcoming Double Stereodifferentiation and Mutual Kinetic Enantioselection in Aldol Couplings of Chiral Fragments
Published in Journal of organic chemistry (02-03-2007)“…The aldol reaction of tetrahydro-4H-thiopyranone with 1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxaldehyde (I) gives four possible diastereomeric adducts (II)…”
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13
Asymmetric Synthesis of Hexapropionate Synthons by Sequential Enantiotopic Group Selective Enolization of Meso Diketones
Published in Organic letters (08-06-2006)“…Meso 1,9-diketones (six to seven stereocenters) are readily obtained by stepwise or simultaneous two-directional aldol reactions of…”
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On the Origin of Siphonariid Polypropionates: Total Synthesis of Caloundrin B and Its Isomerization to Siphonarin B
Published in Organic letters (16-03-2012)“…Enantioselective synthesis of the enantiomer of caloundrin B was achieved by strategic aldol coupling of an enantiopure trioxaadamantane-containing ketone with…”
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A Systematic Study of the Effects of Relative Configuration, Protecting Group, and Enolate Type on the Diastereoselectivities of Aldol Reactions of a Chiral Ethyl Ketone with 2‑Methylpropanal
Published in Journal of organic chemistry (01-08-2014)“…The diastereoselectivities of aldol reactions of 2-methylpropanal with various enolates of 5-O-methoxymethyl and 5-O-triethylsilyl derivatives of the four…”
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On the Origin of Siphonariid Polypropionates: Total Synthesis of Baconipyrone A, Baconipyrone C, and Siphonarin B via their Putative Common Precursor
Published in Journal of the American Chemical Society (26-05-2010)“…The hypothesis that siphonariid polypropionates originate from nonenzymatic processes on acyclic biosynthetic precursors was tested by examining the properties…”
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17
A General Approach to Cyathin Diterpenes. Total Synthesis of Allocyathin B3
Published in Organic letters (13-07-2000)“…The synthesis of allocyathin B3 from an advanced intermediate possessing the ring system and relative stereochemistry but lacking the isopropyl and…”
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18
Total Synthesis of Muamvatin
Published in Organic letters (21-12-2012)“…Enantioselective total synthesis of muamvatin was achieved by ring-chain tautomerization of an acyclic derivative assembled by sequential substrate-controlled…”
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Synthetic studies on cyathin diterpenes - Total synthesis of (±)-allocyathin B3
Published in Canadian journal of chemistry (01-02-2004)“…The synthesis of racemic allocyathin B 3 from an advanced intermediate possessing the ring system and relative stereochemistry but lacking the isopropyl and…”
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Enantioselective Direct Intermolecular Aldol Reactions with Enantiotopic Group Selectivity and Dynamic Kinetic Resolution
Published in Organic letters (17-03-2005)“…Proline-catalyzed aldol reactions of tetrahydro-4H-thipyranone with racemic 1,4-dioxa-8-thia-spiro[4.5]decane-6-carboxaldehyde and with meso/dl…”
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