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For the synthesis of aldehydes 1, 2, 4, 5 and 28-37 see Supporting Information.
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For the synthesis of aldehydes 1, 2, 4, 5 and 28-37 see Supporting Information.
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[8b], footnote 31.
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44
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80051976412
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The aldehyde rotamer having the α-chloro substituent perpendicular to the C=O moiety (anti-PFA TS) is judged less likely since it would result in a destabilizing steric interaction between R and one substituent on the enol silane (R' or OTMS).
-
The aldehyde rotamer having the α-chloro substituent perpendicular to the C=O moiety (anti-PFA TS) is judged less likely since it would result in a destabilizing steric interaction between R and one substituent on the enol silane (R' or OTMS).
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45
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80052021085
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[7]
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[7]
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For an example where a TS structure similar to J has been invoked to rationalize the stereochemical outcome in the addition to an α-silyloxy aldehyde, see.
-
For an example where a TS structure similar to J has been invoked to rationalize the stereochemical outcome in the addition to an α-silyloxy aldehyde, see:, A. B. Smith III, S. M. Condon, J. A. McCauley, J. L. Leazer Jr, J. W. Leahy, R. E. Maleczka Jr, J. Am. Chem. Soc. 1997, 119, 947-961.
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[7]
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[7]
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52
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80051986777
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For determination of the relative stereochemistry, see Supporting Information.
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For determination of the relative stereochemistry, see Supporting Information.
-
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53
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80052017049
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[9]
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[9]
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