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33845436485
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In addition, the syn stereochemistry has been shown to play a critical role for controlling the diastereoselectivity of the intramolecular Diels-Alder reaction for construction of the (Z)-cladiellin skeleton (see ref 3e).
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33845410374
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note
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(b) A small amount (∼5%) of overoxidized α,α′- alkenediol was obtained.
-
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41
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0031949287
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42
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33845468062
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note
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(b) Use of KHMDS as base did not effect internal alkylation. leading instead to decomposition.
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43
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33845405800
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Kim, J.M.S.1
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33845446099
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note
-
(b) Use of excess oxidant for a longer time caused allylic oxidation at the reactive (6E)-double bond.
-
-
-
-
49
-
-
33845425296
-
-
note
-
The corresponding tetraene with a benzyl protecting group at C(3) furnished the desired IMDA adduct in an inferior yield of 50%.
-
-
-
-
50
-
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37049111469
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Barrett, A. G. M.; Godfrey, C. R. A.; Hollinshead, D. M.; Prokopiou, P. A.; Barton, D. H. R.; Boar, R. B.; Joukhadar, L.; McGhie, J. F.; Misra, S. C. J. Chem. Soc., Perkin Trans. 1 1981, 1501.
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33845423732
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note
-
(b) Mercuriocyclization-demercuration of a related (6Z)-oxatricycle was shown to be completely nonregioseleetive (see ref 2e).
-
-
-
-
54
-
-
33845447975
-
-
note
-
4 opening of the resultant β-epoxide (see ref 3f).
-
-
-
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55
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0002000430
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4 was reported: Kazlauskas, R.; Murphy, P. T.; Wells, R. J.; Schönholzer, P. Tetrahedron Lett. 1977, 4643.
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56
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33845403321
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-
note
-
Osmylation of a related (6Z)-oxatricycle was shown to be nonstereoselective (see refs 2d,e).
-
-
-
-
57
-
-
33845440996
-
-
note
-
The present synthesis also constitutes a formal synthesis of (-)-sclerophytin A (see ref 2f).
-
-
-
-
58
-
-
33845458992
-
-
note
-
3 produced oxatetracycle 24 as the major product.
-
-
-
-
59
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33947087514
-
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and references therein
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Burgess, E. M.; Penton, H. R., Jr.; Taylor, E. A. J. Org. Chem. 1973, 38, 26 and references therein.
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33845411358
-
-
note
-
1H NMR analysis.
-
-
-
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