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Volumn 73, Issue 24, 2008, Pages 9544-9551

Diastereoselective, three-component cascade synthesis of tetrahydrofurans and tetrahydropyrans employing the tandem Mukaiyama aldol-lactonization process

Author keywords

[No Author keywords available]

Indexed keywords

CASCADE PROCESSES; CASCADE SYNTHESIS; CHEMICAL EQUATIONS; COUPLING CONSTANT ANALYSIS; DIASTEREOSELECTIVE; DIASTEREOSELECTIVE SYNTHESIS; KETENE ACETALS; LACTONIZATION; MUKAIYAMA ALDOLS; NUCLEOPHILIC ADDITIONS; OXOCARBENIUM; OXOCARBENIUM IONS; OXYGEN HETEROCYCLES; STEREOCENTERS; SYNTHESIS OF; TETRAHYDROFURAN; TETRAHYDROFURANS; X-RAY CRYSTALLOGRAPHIES;

EID: 58049191526     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801604k     Document Type: Article
Times cited : (12)

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    • See the Supporting Information for details
    • See the Supporting Information for details.
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    • Due to difficulties arising from either volatility or purification of furans 20b-g, the yields are reported as estimates.
    • Due to difficulties arising from either volatility or purification of furans 20b-g, the yields are reported as estimates.
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    • α-Benzyloxy-α-ketoaldehyde (±)-26 was prepared in an analogous fashion as α-benzyloxy-δ-ketoaldehyde (±)-10. See the Supporting Information for details.
    • α-Benzyloxy-α-ketoaldehyde (±)-26 was prepared in an analogous fashion as α-benzyloxy-δ-ketoaldehyde (±)-10. See the Supporting Information for details.
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    • The relative stereochemistry of other THFs reported herein followed similar trends; see the Supporting Information for details
    • The relative stereochemistry of other THFs reported herein followed similar trends; see the Supporting Information for details.
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    • Calculations (MM2) lend support to the proposal that the envelope conformations displayed in Table 4 are low energy conformations.
    • Calculations (MM2) lend support to the proposal that the envelope conformations displayed in Table 4 are low energy conformations.


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