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79957845041
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See Supporting Information
-
See Supporting Information.
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0033582571
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79957863552
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When n-BuLi is used, the debrominated product is observed in approximately 5% yield
-
When n-BuLi is used, the debrominated product is observed in approximately 5% yield.
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27
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79957792614
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The relative stereochemistry of the major diastereomer of 8d was determined by X-ray diffraction and is consistent with addition through a six-membered chair-like transition state (see Ref. 9a). The relative stereochemistry of the remaining products was assigned in analogy based on spectroscopic analysis
-
The relative stereochemistry of the major diastereomer of 8d was determined by X-ray diffraction and is consistent with addition through a six-membered chair-like transition state (see Ref. 9a). The relative stereochemistry of the remaining products was assigned in analogy based on spectroscopic analysis.
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79957835902
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(-)-1 is the unnatural antipode. Both enantiomers of tertbutanesulfinamide are readily accessible; use of (S)-tertbutanesulfinamide should provide access to the natural antipode
-
(-)-1 is the unnatural antipode. Both enantiomers of tertbutanesulfinamide are readily accessible; use of (S)-tertbutanesulfinamide should provide access to the natural antipode.
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Selected racemic syntheses
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All of the completed syntheses of enantioenriched 1 reported to date utilize chiral auxiliary strategies
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79957829266
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Aryllithium 13 was previously utilized by Swenton andChou. SeeRef. 6a
-
Aryllithium 13 was previously utilized by Swenton andChou. SeeRef. 6a.
-
-
-
-
43
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79957848095
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-
Alternatively, cleavage of the tert-butanesulfinamide group can be effected under acidic conditions to deliver the free amine in excellent yield. See Supporting Information
-
Alternatively, cleavage of the tert-butanesulfinamide group can be effected under acidic conditions to deliver the free amine in excellent yield. See Supporting Information.
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